The development of the three-component catalytic system for constructing isoindolinones from simple feedstocks is both significant and challenging.In this study,a unique tartrate-linked dimeric samarium-antimonotungst...The development of the three-component catalytic system for constructing isoindolinones from simple feedstocks is both significant and challenging.In this study,a unique tartrate-linked dimeric samarium-antimonotungstate[Sm_(2)(H_(2)O)_(6)(tar)(Sb_(2)W_(21)O_(72))]_(2)^(20-)(Sm_(4)tar_(2),H_(4)tar=tartaric acid)was synthesized via a one-step method at room temperature using an acetate buffer solution.The dimeric polyanion of Sm4tar2shows a centrosymmetric structure with a parallelogram-like arrangement and comprises two enantiomeric{Sm_(2)(H_(2)O)_(6)(Sb_(2)W_(21)O_(72))}moieties connected by two enantiomeric tar ligands.Sm_(4)tar_(2)demonstrates efficient catalytic activity in the three-component reaction involving 2-acylbenzoic acids,primary amines,and phosphine oxides to form 3,3-disubstituted isoindolinones.The advantages of this catalytic system include simple feedstocks,green and reusable catalyst,and operational simplicity with water as the sole by-product.This finding enables an effective molecular fragment assembly strategy for synthesizing isoindolinone drug precursor skeletons.展开更多
A facile and environmentally friendly visible-light-induced three-component reaction of α-diazoesters,cyclic ethers and Na SCN to construct organic thiocyanates has been developed at room temperature. This reaction c...A facile and environmentally friendly visible-light-induced three-component reaction of α-diazoesters,cyclic ethers and Na SCN to construct organic thiocyanates has been developed at room temperature. This reaction could occur under photocatalyst-and additive-free conditions to afford a number of organic thiocyanates with moderate to good yield and favorable functional group tolerance.展开更多
A facile and metal-free visible-light-enabled three-component reaction of quinoxalin-2(1 H)-ones,alkenes and CF_(3)SO_(2)Na has been developed under air at room temperature.This photocatalytic tandem reaction using 4 ...A facile and metal-free visible-light-enabled three-component reaction of quinoxalin-2(1 H)-ones,alkenes and CF_(3)SO_(2)Na has been developed under air at room temperature.This photocatalytic tandem reaction using 4 CzIPN as the photocatalyst and air as the green oxidant,provides a mild and environmentally friendly approach to access a series of 3-trifluoroalkylated quinoxalin-2(1 H)-ones.展开更多
The functionalized spiro[indoline-3,40-pyrano[3,2-h]quinolines] were efficiently prepared in high yields from three-component reaction of 8-hydroxyquinoline, isatins and malononitrile or ethyl cyanoacetate in ethanol ...The functionalized spiro[indoline-3,40-pyrano[3,2-h]quinolines] were efficiently prepared in high yields from three-component reaction of 8-hydroxyquinoline, isatins and malononitrile or ethyl cyanoacetate in ethanol at room temperature for about 12 h in the presence of piperidine.展开更多
Potassium tert-butoxide has been found to be a highly efficient catalyst for one-pot,three-component reaction of aryl aldehydes, acetophenones,and thiols via Claisen-Schmidt/Michael addition reactions for the synthesi...Potassium tert-butoxide has been found to be a highly efficient catalyst for one-pot,three-component reaction of aryl aldehydes, acetophenones,and thiols via Claisen-Schmidt/Michael addition reactions for the synthesis of thia-Michael adducts in high yields. The reactions are best carried out in tert-butyl alcohol at room temperature.展开更多
A green Passerini three-component reaction of 2-（4-oxo-4,5,6,7-tetrahydro-1H-indol-1-yl）acetic acid with alkyl or aryl isocyanides and aldehydes was reported under aqueous conditions at 35 ℃ for 1 h, and21 indolone...A green Passerini three-component reaction of 2-（4-oxo-4,5,6,7-tetrahydro-1H-indol-1-yl）acetic acid with alkyl or aryl isocyanides and aldehydes was reported under aqueous conditions at 35 ℃ for 1 h, and21 indolone-N-amino acid derivatives were prepared in high yields of 42%–99%. Their structures were characterized by IR, ESI–MS, NMR and elemental analysis, and the possible mechanisms have been also proposed. The highly efficient and eco-friendly method provides a facile access to a library of indoloneN-amino acid derivatives for future research on bioactivity screening.展开更多
A simple and metal-free method has been developed for the construction of quinoline-2,4-carboxylates under mild conditions via a molecular iodine-catalyzed three-component tandem reaction of arylamines, ethyl glyoxyla...A simple and metal-free method has been developed for the construction of quinoline-2,4-carboxylates under mild conditions via a molecular iodine-catalyzed three-component tandem reaction of arylamines, ethyl glyoxylate, and a-ketoesters. The present protocol provides a convenient and attractive approach to various quinoline-2,4-carboxylates in moderate to good yields with excellent functional group tolerance.展开更多
Three-component reaction of arylsulfonamides,dialkyl acetylenedicarboxylates,and ethyl chlorooxoacetate promoted by triphenylphosphine and triethylamine provides a sufficient route for the synthesis of dialkyl N-（ary...Three-component reaction of arylsulfonamides,dialkyl acetylenedicarboxylates,and ethyl chlorooxoacetate promoted by triphenylphosphine and triethylamine provides a sufficient route for the synthesis of dialkyl N-（arylsulfonyl）-4-ethoxy-5-oxo-2,5-dihydro -1H-pyrolle-2,3-dicarboxylates in good yields.展开更多
In this work, an efficient copper-catalyzed three-component reaction for the synthesis of sulfenylimidazo [1,2-a]pyridines using elemental sulfur as the sulfenylating agents has been developed. The reaction could proc...In this work, an efficient copper-catalyzed three-component reaction for the synthesis of sulfenylimidazo [1,2-a]pyridines using elemental sulfur as the sulfenylating agents has been developed. The reaction could proceed smoothly with a high degree of functional group tolerance and provide the desired products in moderate to good yield.展开更多
The three-component reaction of aromatic aldehyde,malononitrile and aliphatic amine in a mixed solvent of methanol and water exhibited very interesting molecular diversity and gave the derivatives of polysubstituted N...The three-component reaction of aromatic aldehyde,malononitrile and aliphatic amine in a mixed solvent of methanol and water exhibited very interesting molecular diversity and gave the derivatives of polysubstituted N-methyldihydropyridines,2-dialkylaminopyridines and 2-methoxypyridines as main products according to the structure of aliphatic amines used.展开更多
A gold(Ⅰ)-catalyzed three-component reaction of β-nitrostyrenes with 1,3-dicarbonyl compounds and primary amines to form polysubstituted pyrroles has been developed at room temperature in ethanol.The key advantages ...A gold(Ⅰ)-catalyzed three-component reaction of β-nitrostyrenes with 1,3-dicarbonyl compounds and primary amines to form polysubstituted pyrroles has been developed at room temperature in ethanol.The key advantages of the three-component reaction are the mild reaction conditions and environmentally safer solvent.展开更多
The three-component reaction of triphenylphosphine,dialkyl but-2-ynedioate and arylidene pivaloylacetonitrile in dry methylene dichloride at room temperature resulted in unexpected densely substituted 1-（triphenyl-λ...The three-component reaction of triphenylphosphine,dialkyl but-2-ynedioate and arylidene pivaloylacetonitrile in dry methylene dichloride at room temperature resulted in unexpected densely substituted 1-（triphenyl-λ^5-phosphanylidene）ethyl）-2,3-dihydrofurans in satisfactory yields with high diastereoselectivity.The relative configuration of the 2,3-dihydrofurans was elucidated by determination of single crystal structures.展开更多
A new method was developed to diastereoselectively synthesize polysubstituted 1,2‐diamine compounds from the reaction of diazoesters with arylamines and diaryl imines by using the dioxazoline ligand L2‐ligated silve...A new method was developed to diastereoselectively synthesize polysubstituted 1,2‐diamine compounds from the reaction of diazoesters with arylamines and diaryl imines by using the dioxazoline ligand L2‐ligated silver catalyst.The Lewis acidity of the silver catalyst affected the different types of substrate diastereoselectivities;It also led to the formation of amine‐exchange side products.展开更多
A highly efficient three-component reaction has been developed for the synthesis of thiazolidinones involving the reaction of 2-amino-l-phenylethanone hydrochloride with an aromatic aldehyde and mercaptoacetic acid in...A highly efficient three-component reaction has been developed for the synthesis of thiazolidinones involving the reaction of 2-amino-l-phenylethanone hydrochloride with an aromatic aldehyde and mercaptoacetic acid in the presence of diisopropylethylamine in a single pot.Critically,this reaction exhibited excellent chemoselectivity,with the nitrogen atom of the 2-amino-l-phenylethanone component reacting selectively with the aromatic aldehyde to give the corresponding Schiff base.Nucleophilic attack at the carbon of the Schiff base by the sulfur atom of mercaptoacetic,followed by a cyclocondensation reaction between the nitrogen and the carboxylic acid moiety afforded the desired thiazolidinones,which were fully characterized by spectroscopic techniques.展开更多
A H_(4)SiW_(12)O_(40)-catalyzed three-component tandem reaction of 2-acylbenzoic acids,primary amines and phosphine oxides to form 3,3-disubstituted isoindolinones was developed.By employing A H_(4)SiW_(12)O_(40)as th...A H_(4)SiW_(12)O_(40)-catalyzed three-component tandem reaction of 2-acylbenzoic acids,primary amines and phosphine oxides to form 3,3-disubstituted isoindolinones was developed.By employing A H_(4)SiW_(12)O_(40)as the catalyst and dimethyl carbonate(DMC)as the solvent,a diverse range of 2-acylbenzoic acid derivatives and primary amines worked well to give the C3-phosphinoyl-functionalized 3,3-disubstituted isoindolinones with the yield range of 61%-87%.Advantages of this transformation include green catalyst and solvent,available starting materials,broad substrate scope,high efficiency and operational simplicity with water as the sole by-product.The strategy achieved an efficient and green molecular fragment assembly to access isoindolinones,which would provide opportunities for the synthesis of potential biologically active molecules in a green manner.展开更多
Introducing PT-symmetric generalized Scarf-Ⅱpotentials into the three-coupled nonlinear Gross-Pitaevskii equations offers a new way to seek stable soliton states in quasi-onedimensional spin-1 Bose-Einstein condensat...Introducing PT-symmetric generalized Scarf-Ⅱpotentials into the three-coupled nonlinear Gross-Pitaevskii equations offers a new way to seek stable soliton states in quasi-onedimensional spin-1 Bose-Einstein condensates.In scenarios where the spin-independent parameter c_(0)and the spin-dependent parameter c_(2)vary,we use both analytical and numerical methods to investigate the three-coupled nonlinear Gross-Pitaevskii equations with PT-symmetric generalized Scarf-Ⅱpotentials.We obtain analytical soliton states and find that simply modulating c_(2)may change the analytical soliton states from unstable to stable.Additionally,we obtain numerically stable double-hump soliton states propagating in the form of periodic oscillations,exhibiting distinct behavior in energy exchange.For further investigation,we discuss the interaction of numerical double-hump solitons with Gaussian solitons and observe the transfer of energy among the three components.These findings may contribute to a deeper understanding of solitons in Bose-Einstein condensates with PT-symmetric potentials and may hold significance for both theoretical understanding and experimental design in related physics experiments.展开更多
Cooperative NHC/photoredox catalysis has emerged as an important research field in recent years.Herein,this article describes the use of cesium salt derivatives of tert-alcohols as alkyl radical precursors in a three-...Cooperative NHC/photoredox catalysis has emerged as an important research field in recent years.Herein,this article describes the use of cesium salt derivatives of tert-alcohols as alkyl radical precursors in a three-component reaction with styrene and aromatic acyl fluorides to synthesizeα-arylalkyl aryl ketones.The aroyl fluoride reacts with the NHC catalyst,leading to the formation of an acyl azolium ion.This acyl azolium ion can then be reduced by the photoredox catalyst,generating the corresponding ketyl radical anion.The C-radical generated from oxalate oxidation undergoes an addition reaction with the styrene derivative,followed by cross-coupling of the addition radical with the ketone radical,which is fragmented by NHC to give the target ketone.展开更多
A novel photocatalytic energy transfer-driven radical relay strategy has been introduced for the chemoand regioselective 1,4-difunctionalization of carbon-sulfur double bonds.This represents the first instance of radi...A novel photocatalytic energy transfer-driven radical relay strategy has been introduced for the chemoand regioselective 1,4-difunctionalization of carbon-sulfur double bonds.This represents the first instance of radical-mediated dual-functionalization of X-Y type unsaturated bonds,enabling the synthesis of complex linear molecules with C–O,C–N,and C-S bonds in a single operation.The method surpasses traditional approaches by avoiding the need for thiourea intermediates and the harsh conditions typically associated with them.The developed strategy exemplifies versatility,being applicable to 1,4-oxyamination,1,4-diamination,and 1,4-sulfonamination reactions,and has demonstrated compatibility with over 60 different substrates.The research also elucidates the role of electronic complementarity between radicals and receptors in achieving high selectivity in 1,4-difunctionalization reactions.This study significantly advances the field of bifunctionalization and remote difunctionalization reactions,with profound implications for the development of pharmaceuticals and materials science.展开更多
Amino acids are the building blocks of proteins and play vital roles in both biological systems and drug development.In recent years,increasing attention has been given to the functionalization of amino acid derivativ...Amino acids are the building blocks of proteins and play vital roles in both biological systems and drug development.In recent years,increasing attention has been given to the functionalization of amino acid derivatives.Since the introduction of therapeutic insulin in the early 20th century,the conjugation of drug molecules with amino acids and peptides has been pivotal in driving advancements in drug discovery and become an integral part of modern medical practice.Currently,over a hundred peptide-drug conjugates have received global approval and are widely used to treat diseases such as diabetes,cancer,chronic pain,and multiple sclerosis.Key technologies for conjugating peptides with bioactive molecules include antibody-drug conjugates(ADCs),peptide-drug conjugates(PDCs),and proteolysis targeting chimeras(PROTACs).Significant efforts have been dedicated to developing strategies for the modification of amino acids and peptides,with particular focus on site-selective C-H alkylation/arylation reactions.These reactions are crucial for synthesizing bioactive molecules,as they enable the precise introduction of functional groups at specific positions,thereby improving the pharmacological properties of the resulting compounds.展开更多
基金financially supported by the National Natural Science Foundation of China(No.22301033)Jiangxi Provincial Natural Science Foundation(No.20232ACB213005 and 20212BAB213001)。
文摘The development of the three-component catalytic system for constructing isoindolinones from simple feedstocks is both significant and challenging.In this study,a unique tartrate-linked dimeric samarium-antimonotungstate[Sm_(2)(H_(2)O)_(6)(tar)(Sb_(2)W_(21)O_(72))]_(2)^(20-)(Sm_(4)tar_(2),H_(4)tar=tartaric acid)was synthesized via a one-step method at room temperature using an acetate buffer solution.The dimeric polyanion of Sm4tar2shows a centrosymmetric structure with a parallelogram-like arrangement and comprises two enantiomeric{Sm_(2)(H_(2)O)_(6)(Sb_(2)W_(21)O_(72))}moieties connected by two enantiomeric tar ligands.Sm_(4)tar_(2)demonstrates efficient catalytic activity in the three-component reaction involving 2-acylbenzoic acids,primary amines,and phosphine oxides to form 3,3-disubstituted isoindolinones.The advantages of this catalytic system include simple feedstocks,green and reusable catalyst,and operational simplicity with water as the sole by-product.This finding enables an effective molecular fragment assembly strategy for synthesizing isoindolinone drug precursor skeletons.
基金supported by the program of Science and Technology International Cooperation Project of Qinghai Province (No. 2022-HZ-813)the Youth Innovation and Technology Project of High School in Shandong Province (No. 2019KJC021)+1 种基金the Natural Science Foundation of Shandong Province (No. ZR2021MB065)the National Natural Science Foundation of China (No. 31900298)。
文摘A facile and environmentally friendly visible-light-induced three-component reaction of α-diazoesters,cyclic ethers and Na SCN to construct organic thiocyanates has been developed at room temperature. This reaction could occur under photocatalyst-and additive-free conditions to afford a number of organic thiocyanates with moderate to good yield and favorable functional group tolerance.
基金supported by Youth Innovation and Technology Project of Shandong Province(No.2019KJC021)the International Cooperation Project of Qinghai Province(No.2018-HZ-815)+2 种基金the Natural Science Foundation of Shandong Province(No.ZR2018MB009)the Qinghai key laboratory of Tibetan medicine research(No.2017-ZJ-Y11)CAS“Light of West China”Program 2018。
文摘A facile and metal-free visible-light-enabled three-component reaction of quinoxalin-2(1 H)-ones,alkenes and CF_(3)SO_(2)Na has been developed under air at room temperature.This photocatalytic tandem reaction using 4 CzIPN as the photocatalyst and air as the green oxidant,provides a mild and environmentally friendly approach to access a series of 3-trifluoroalkylated quinoxalin-2(1 H)-ones.
基金supported by the National Natural Science Foundation of China (Nos. 21172189, 21572196)the Priority Academic Program Development of Jiangsu Higher Education Institutions
文摘The functionalized spiro[indoline-3,40-pyrano[3,2-h]quinolines] were efficiently prepared in high yields from three-component reaction of 8-hydroxyquinoline, isatins and malononitrile or ethyl cyanoacetate in ethanol at room temperature for about 12 h in the presence of piperidine.
文摘Potassium tert-butoxide has been found to be a highly efficient catalyst for one-pot,three-component reaction of aryl aldehydes, acetophenones,and thiols via Claisen-Schmidt/Michael addition reactions for the synthesis of thia-Michael adducts in high yields. The reactions are best carried out in tert-butyl alcohol at room temperature.
基金the financial support by the Natural Science Foundation of China(No.21272136)Scientific Foundation from graduate school(2015PY089)Youth Talent Development Foundation of China Three Gorges University
文摘A green Passerini three-component reaction of 2-（4-oxo-4,5,6,7-tetrahydro-1H-indol-1-yl）acetic acid with alkyl or aryl isocyanides and aldehydes was reported under aqueous conditions at 35 ℃ for 1 h, and21 indolone-N-amino acid derivatives were prepared in high yields of 42%–99%. Their structures were characterized by IR, ESI–MS, NMR and elemental analysis, and the possible mechanisms have been also proposed. The highly efficient and eco-friendly method provides a facile access to a library of indoloneN-amino acid derivatives for future research on bioactivity screening.
基金supported by the Opening Project of Key Laboratory at Universities of Education Department of Xinjiang Uygur Autonomous Region (No. 2014YSHXZD01)
文摘A simple and metal-free method has been developed for the construction of quinoline-2,4-carboxylates under mild conditions via a molecular iodine-catalyzed three-component tandem reaction of arylamines, ethyl glyoxylate, and a-ketoesters. The present protocol provides a convenient and attractive approach to various quinoline-2,4-carboxylates in moderate to good yields with excellent functional group tolerance.
基金the financial support from the Research Council of Islamic Azad University,Mahshahr Branch
文摘Three-component reaction of arylsulfonamides,dialkyl acetylenedicarboxylates,and ethyl chlorooxoacetate promoted by triphenylphosphine and triethylamine provides a sufficient route for the synthesis of dialkyl N-（arylsulfonyl）-4-ethoxy-5-oxo-2,5-dihydro -1H-pyrolle-2,3-dicarboxylates in good yields.
基金supported by the National Natural Science Foundation of China(Nos.21072054,21572051,21602057)the Ministry of Education of China(No.213027A)the Scientific Research Fund of Hunan Provincial Education Department(No.15A109)
文摘In this work, an efficient copper-catalyzed three-component reaction for the synthesis of sulfenylimidazo [1,2-a]pyridines using elemental sulfur as the sulfenylating agents has been developed. The reaction could proceed smoothly with a high degree of functional group tolerance and provide the desired products in moderate to good yield.
基金Supported by the National Natural Science Foundation of China(No.20972132)
文摘The three-component reaction of aromatic aldehyde,malononitrile and aliphatic amine in a mixed solvent of methanol and water exhibited very interesting molecular diversity and gave the derivatives of polysubstituted N-methyldihydropyridines,2-dialkylaminopyridines and 2-methoxypyridines as main products according to the structure of aliphatic amines used.
基金the Natural Science Foundation for Colleges and Universities of Jiangsu Province(No.17KJD150005)Science and Technology Project Funds of Lianyungang City(No.SH1627)+1 种基金Science and Technology Development Fund of Nanjing Medical University(Nos.2016NJMU011 and 2016NJMUZD021)Science and Technology Funds of Kangda College of Nanjing Medical University(Nos.KD2016GCCRCYJ01 and KD2016KYJJZD002)
文摘A gold(Ⅰ)-catalyzed three-component reaction of β-nitrostyrenes with 1,3-dicarbonyl compounds and primary amines to form polysubstituted pyrroles has been developed at room temperature in ethanol.The key advantages of the three-component reaction are the mild reaction conditions and environmentally safer solvent.
基金financially supported by the National Natural Science Foundation of China(No.21172190)the Priority Academic Program Development of Jiangsu Higher Education Institutions
文摘The three-component reaction of triphenylphosphine,dialkyl but-2-ynedioate and arylidene pivaloylacetonitrile in dry methylene dichloride at room temperature resulted in unexpected densely substituted 1-（triphenyl-λ^5-phosphanylidene）ethyl）-2,3-dihydrofurans in satisfactory yields with high diastereoselectivity.The relative configuration of the 2,3-dihydrofurans was elucidated by determination of single crystal structures.
基金the National Natural Science Foundation of China(21472237)~~
文摘A new method was developed to diastereoselectively synthesize polysubstituted 1,2‐diamine compounds from the reaction of diazoesters with arylamines and diaryl imines by using the dioxazoline ligand L2‐ligated silver catalyst.The Lewis acidity of the silver catalyst affected the different types of substrate diastereoselectivities;It also led to the formation of amine‐exchange side products.
基金supported by Special Assistance Programme SAP,University Grants Commission,New Delhi,India
文摘A highly efficient three-component reaction has been developed for the synthesis of thiazolidinones involving the reaction of 2-amino-l-phenylethanone hydrochloride with an aromatic aldehyde and mercaptoacetic acid in the presence of diisopropylethylamine in a single pot.Critically,this reaction exhibited excellent chemoselectivity,with the nitrogen atom of the 2-amino-l-phenylethanone component reacting selectively with the aromatic aldehyde to give the corresponding Schiff base.Nucleophilic attack at the carbon of the Schiff base by the sulfur atom of mercaptoacetic,followed by a cyclocondensation reaction between the nitrogen and the carboxylic acid moiety afforded the desired thiazolidinones,which were fully characterized by spectroscopic techniques.
基金the National Natural Science Foundation of China(No.22001034)Jiangxi Provincial Natural Science Foundation(No.20212BAB213001).
文摘A H_(4)SiW_(12)O_(40)-catalyzed three-component tandem reaction of 2-acylbenzoic acids,primary amines and phosphine oxides to form 3,3-disubstituted isoindolinones was developed.By employing A H_(4)SiW_(12)O_(40)as the catalyst and dimethyl carbonate(DMC)as the solvent,a diverse range of 2-acylbenzoic acid derivatives and primary amines worked well to give the C3-phosphinoyl-functionalized 3,3-disubstituted isoindolinones with the yield range of 61%-87%.Advantages of this transformation include green catalyst and solvent,available starting materials,broad substrate scope,high efficiency and operational simplicity with water as the sole by-product.The strategy achieved an efficient and green molecular fragment assembly to access isoindolinones,which would provide opportunities for the synthesis of potential biologically active molecules in a green manner.
基金supported by NSFC under Grant No.12272403Beijing Training Program of Innovation under Grant No.S202410019024。
文摘Introducing PT-symmetric generalized Scarf-Ⅱpotentials into the three-coupled nonlinear Gross-Pitaevskii equations offers a new way to seek stable soliton states in quasi-onedimensional spin-1 Bose-Einstein condensates.In scenarios where the spin-independent parameter c_(0)and the spin-dependent parameter c_(2)vary,we use both analytical and numerical methods to investigate the three-coupled nonlinear Gross-Pitaevskii equations with PT-symmetric generalized Scarf-Ⅱpotentials.We obtain analytical soliton states and find that simply modulating c_(2)may change the analytical soliton states from unstable to stable.Additionally,we obtain numerically stable double-hump soliton states propagating in the form of periodic oscillations,exhibiting distinct behavior in energy exchange.For further investigation,we discuss the interaction of numerical double-hump solitons with Gaussian solitons and observe the transfer of energy among the three components.These findings may contribute to a deeper understanding of solitons in Bose-Einstein condensates with PT-symmetric potentials and may hold significance for both theoretical understanding and experimental design in related physics experiments.
基金supported by Sichuan Science and Technology Program(No.2020YJ0221).
文摘Cooperative NHC/photoredox catalysis has emerged as an important research field in recent years.Herein,this article describes the use of cesium salt derivatives of tert-alcohols as alkyl radical precursors in a three-component reaction with styrene and aromatic acyl fluorides to synthesizeα-arylalkyl aryl ketones.The aroyl fluoride reacts with the NHC catalyst,leading to the formation of an acyl azolium ion.This acyl azolium ion can then be reduced by the photoredox catalyst,generating the corresponding ketyl radical anion.The C-radical generated from oxalate oxidation undergoes an addition reaction with the styrene derivative,followed by cross-coupling of the addition radical with the ketone radical,which is fragmented by NHC to give the target ketone.
基金the National Natural Science Foundation of China(No.22101059)the financial support from Guangxi Science and Technology Program of China(No.2023GXNSFBA026275)Guangxi Normal University。
文摘A novel photocatalytic energy transfer-driven radical relay strategy has been introduced for the chemoand regioselective 1,4-difunctionalization of carbon-sulfur double bonds.This represents the first instance of radical-mediated dual-functionalization of X-Y type unsaturated bonds,enabling the synthesis of complex linear molecules with C–O,C–N,and C-S bonds in a single operation.The method surpasses traditional approaches by avoiding the need for thiourea intermediates and the harsh conditions typically associated with them.The developed strategy exemplifies versatility,being applicable to 1,4-oxyamination,1,4-diamination,and 1,4-sulfonamination reactions,and has demonstrated compatibility with over 60 different substrates.The research also elucidates the role of electronic complementarity between radicals and receptors in achieving high selectivity in 1,4-difunctionalization reactions.This study significantly advances the field of bifunctionalization and remote difunctionalization reactions,with profound implications for the development of pharmaceuticals and materials science.
文摘Amino acids are the building blocks of proteins and play vital roles in both biological systems and drug development.In recent years,increasing attention has been given to the functionalization of amino acid derivatives.Since the introduction of therapeutic insulin in the early 20th century,the conjugation of drug molecules with amino acids and peptides has been pivotal in driving advancements in drug discovery and become an integral part of modern medical practice.Currently,over a hundred peptide-drug conjugates have received global approval and are widely used to treat diseases such as diabetes,cancer,chronic pain,and multiple sclerosis.Key technologies for conjugating peptides with bioactive molecules include antibody-drug conjugates(ADCs),peptide-drug conjugates(PDCs),and proteolysis targeting chimeras(PROTACs).Significant efforts have been dedicated to developing strategies for the modification of amino acids and peptides,with particular focus on site-selective C-H alkylation/arylation reactions.These reactions are crucial for synthesizing bioactive molecules,as they enable the precise introduction of functional groups at specific positions,thereby improving the pharmacological properties of the resulting compounds.
