The dynamic kinetic asymmetric transformation of racemic propargylic ammonium salts with prochiral aldimine esters through a stereodivergent propargylation is catalyzed by dual nickel and copper catalysis.Thus,a diver...The dynamic kinetic asymmetric transformation of racemic propargylic ammonium salts with prochiral aldimine esters through a stereodivergent propargylation is catalyzed by dual nickel and copper catalysis.Thus,a diverse range of optically activeα-quaternary amino esters were produced via C-N bond cleavage with high reaction efficiency and stereoselectivity(up to>99%ee).By selection of the appropriate pair-wise combination of catalyst configurational isomers,all four possible stereoisomers of the corresponding propargylation products are obtained in high yields with excellent regio-,diastereo-,and enantioselectiv-ities.展开更多
Regioselective and enantioselective hydroxylation of propargylic C-H bonds are useful reactions but often lack appropriate catalysts.Here a green and efficient asymmetric hydroxylation of primary and secondary C-H bon...Regioselective and enantioselective hydroxylation of propargylic C-H bonds are useful reactions but often lack appropriate catalysts.Here a green and efficient asymmetric hydroxylation of primary and secondary C-H bonds at propargylic positions has been established.A series of optically active propargylic alcohols were prepared with high regio-and enantioselectivity(up to 99%ee)under mild reaction conditions by using P450tol,while the C≡C bonds in the molecule remained unreacted.This protocol provides a green and practical method for constructing enantiomerically chiral propargylic alcohols.In addition,we also demonstrated that the biohydroxylation strategy was able to scaled up to 2.25 mmol scale with the production of chiral propargyl alcohol 2a at a yield of 196 mg with 96%ee,which’s an important synthetic intermediate of antifungal drug Ravuconazole.展开更多
An enantioselective carboxylative cyclization of propargylic alcohols and CO2 was realized under mild conditions,based on a kinetic resolution strategy,which enabled the synthesis of chiral cyclic carbonates and propa...An enantioselective carboxylative cyclization of propargylic alcohols and CO2 was realized under mild conditions,based on a kinetic resolution strategy,which enabled the synthesis of chiral cyclic carbonates and propargylic alcohols with promising yield and enantioselectivity simultaneously.展开更多
Inexpensive and efficient Cu(Ⅰ) catalysis is reported for the synthesis of α-hydroxy ketones from propargylic alcohols, CO2, and water via tandem carboxylative cyclization and nucleophilic addition reaction. Notably...Inexpensive and efficient Cu(Ⅰ) catalysis is reported for the synthesis of α-hydroxy ketones from propargylic alcohols, CO2, and water via tandem carboxylative cyclization and nucleophilic addition reaction. Notably, hydration of propargylic alcohols can be carried out smoothly under atmospheric CO2 pressure, generating a series of α-hydroxy ketones efficiently and selectively. This strategy shows great potential for the preparation of valuable α-hydroxy ketones by using CO2 as a crucial cocatalyst under mild conditions.展开更多
Anthrones are key structural motifs in many natural products, bioactive compounds and pharmaceutical chemicals. Earth-abundant-metal-catalyzed asymmetric functionalization of anthrones has not proved to be viable. Her...Anthrones are key structural motifs in many natural products, bioactive compounds and pharmaceutical chemicals. Earth-abundant-metal-catalyzed asymmetric functionalization of anthrones has not proved to be viable. Herein, we disclosed a highly enantioselective propargylic substitution of anthrones with propargylic esters using copper salts with chiral N, N, P-ligand. This strategy is amenable to a broad range of substrates, uses readily available starting materials, provides excellent yields with remarkable enantioselectivity under mild conditions, and enables attractive products diversification routes.展开更多
We report a tandem asymmetric Cu-catalyzed propargylic amination(ACPA)/Ag-catalyzed carboxylative cyclization(SCC)with CO_(2) to 5-methylidene-2-oxazolidinones;even with tetrasubstituted stereocenters.By varying pyrid...We report a tandem asymmetric Cu-catalyzed propargylic amination(ACPA)/Ag-catalyzed carboxylative cyclization(SCC)with CO_(2) to 5-methylidene-2-oxazolidinones;even with tetrasubstituted stereocenters.By varying pyridine bisoxazoline(PYBOX)ligands;a general and highly enantioselective ACPA of unprecedentedly broad scope of secondary propargylic acetates and primary amines is achieved.Bothα-aryl andα-aliphatic propargylic acetates could react with either aromatic or aliphatic primary amines to give the corresponding N-aryl or N-aliphatic ethynylamines withα-aliphatic orα-aryl groups in over 90%ee for use in the next step.The key to developing this one-pot sequence is to use a chelator triethylenetetramine(TETA)to mask the copper ion;to avoid its negative effect on Ag-catalyzed cyclization;whilst releasing PYBOX to activate the silver catalyst.With the methylidene moiety;these oxazolidinones can be readily elaborated.The value of the sequence is further shown by the catalytic enantioselective total synthesis of(–)-cytoxazone and the potent ezetimibe analogue.展开更多
1,3-Diene architectures are not only widely present in natural products, pharmaceuticals, and functional organic materials but also serve as versatile building blocks to furnish important functionalized molecules in s...1,3-Diene architectures are not only widely present in natural products, pharmaceuticals, and functional organic materials but also serve as versatile building blocks to furnish important functionalized molecules in synthetic chemistry due to conjugated repeating C=C units. Accordingly, various strategies to access substituted 1,3-dienes in a stereoselective manner have been developed. However, chemo-, regio-and stereoselective synthesis of highly substituted 1,3-dienes still remains elusive and challenging. Readily available propargylic esters have emerged as an appealing class of synthetic intermediates for accessing functionalized 1,3-dienes, especially challenging tri-or tetrasubstituted variants, via transition-metal catalysis, including electrophilic metal and redox neutral catalysis. This review, for the first time, systematically highlights recent advances in transitionmetal catalyzed synthesis of substituted 1,3-dienes from propargylic esters, discusses the mechanisms and synthetic utilities, and gives the remaining challenges and potential opportunities in this field.展开更多
The stereochemical synthesis of highly substituted Danishefsky-type dienes remains unsolved in organic chemistry.We describe a simple and efficient approach for the stereoselective synthesis of Danishefsky-type trisub...The stereochemical synthesis of highly substituted Danishefsky-type dienes remains unsolved in organic chemistry.We describe a simple and efficient approach for the stereoselective synthesis of Danishefsky-type trisubstituted dienes from readily available propargylic esters via Pd-catalyzed dienylation reaction through the key intermediate metallacyclobutene in a regio-,chemo-and stereoselective fashion.This method facilitates a broad range of challenging trisubstituted dienes with a high level of stereocontrol.展开更多
Morpholines are widespread in many biologically and catalytically active agents,thus being an important aim of pharmaceutical and synthetic chemists.However,efficient strategies for the catalytic asymmetric synthesis ...Morpholines are widespread in many biologically and catalytically active agents,thus being an important aim of pharmaceutical and synthetic chemists.However,efficient strategies for the catalytic asymmetric synthesis of chiral morpholines bearing crowded stereogenic centers still remain elusive.Herein,we disclose a Cu-catalyzed asymmetric propargylic amination/desymmetrization strategy to help resolve this challenge.As a result,two kinds of structurally various chiral morpholines bearing rich functional groups and N-a-quaternary stereocenters were produced with high efficiency and selectivity(42 examples,up to91%yield,97:3 er and>19:1 dr).In addition,a series of transformations were performed to demonstrate the synthetic utility of this methodology.In particular,a hit compound for new antitumor drugs was identified through cellular evaluation.Furthermore,mechanistic investigations reveal that,hydrogen bonding in the key copper-allenylidene intermediate together withπ-πstacking aids remote enantioinduction.展开更多
We developed a modified protocol for the oxidation of 2,3-allenyl alcohols using CuCI with l ： 1 combination of phenanthroline and bipyridine as the catalyst. To further investigate the applicability of this system, ...We developed a modified protocol for the oxidation of 2,3-allenyl alcohols using CuCI with l ： 1 combination of phenanthroline and bipyridine as the catalyst. To further investigate the applicability of this system, other types of alcohols such as allylic and propargylic alcohols have been tested： we found that both allylic and propargylic alcohols may be oxidized to the corresponding aldehydes or ketones using molecular oxygen in air as the oxidant with moderate to excellent yields.展开更多
An efficient synthesis of （E）-alken-1,2,3-triboronates form readily available propargylic carbonates is described. The reaction enjoys excellent regio- and E-selectivity and many synthetically useful functional grou...An efficient synthesis of （E）-alken-1,2,3-triboronates form readily available propargylic carbonates is described. The reaction enjoys excellent regio- and E-selectivity and many synthetically useful functional groups can be tolerated. Based on mechanistic studies, a two-step mechanism via 1,2-allenyl boronate intermediate is proposed.展开更多
An intriguing Brønsted acid-catalyzed 1,6-hydrophosphination of in situ generated propargylic para-quinone methides(p-QMs)and aza-para-quinone methides(aza-p-QMs)with H-phosphorus oxides via dehydration/1,6-addit...An intriguing Brønsted acid-catalyzed 1,6-hydrophosphination of in situ generated propargylic para-quinone methides(p-QMs)and aza-para-quinone methides(aza-p-QMs)with H-phosphorus oxides via dehydration/1,6-addition under ultrasonic irradiation is described.This methodology provides a rapid and green approach for the construction of diarylmethyl phosphorus oxides bearing phosphorus-substituted quaternary carbon centers in high yields(up to 98%yield)within merely 5min.This environmentally benign protocol represents a unique example of 1,6-conjugate additions of propargylic p-QMs and aza-p-QMs for site-selective C-P bond formation in an operationally simple and atom-economical manner.The use of readily available Brønsted acid catalyst,operationally simplicity,high yields,and high atom economy make this protocol very facile,practical,easily scaled-up and environmentally friendly.展开更多
Propargylic carbonates reacted with dialkyl cycloalkanone-α,α′-dicarboxylates under the catalysis of Pd(0)complex to give bicyclic compounds in high yields.The two electron-withdrawing groups at α and α′position...Propargylic carbonates reacted with dialkyl cycloalkanone-α,α′-dicarboxylates under the catalysis of Pd(0)complex to give bicyclic compounds in high yields.The two electron-withdrawing groups at α and α′positions of cycloalkanone rings are essential for the annulation reaction.展开更多
Eight new complexes with the formula [PhC_2C(OH)R^2R^2]Co_2(CO)_6 were prepared from phenyl substituted propargylic alcohols and dicobalt octacarbonyl.The reactions of these propargylio alcohol complexes with active m...Eight new complexes with the formula [PhC_2C(OH)R^2R^2]Co_2(CO)_6 were prepared from phenyl substituted propargylic alcohols and dicobalt octacarbonyl.The reactions of these propargylio alcohol complexes with active methylene compounds,2,4-pentanedione or ethyl acetoacetate,in the presnce of an acid,HBF_4(40％)+P_2O_5(in excess)or BF_3·Et_2O,at room temperature in dichlorome- thane were investigated.From the 1-alkyl substituted tertiary propargylic alcohol complexes,three new conjugated ene-yne complexes produced by intramolecular dehydration reaction were isolated in high yields(82—95％).On the other hand,four new alkylated complexes were obtained with satisfactory yields(44—66％)from the secondary propargylic alcohol complexes.The influence of other acids,phosphorus pentoxide and polyphosphoric acid,on both dehydration reaction and alkylated reaction was also studied.展开更多
The propargylation of various nucleophiles including indoles,phenol,anisole,enoxysilanes,and alcohols was rapidly achieved using catalytic copper(Ⅱ)triflate.The reaction conditions are mild,allowing for quick reactio...The propargylation of various nucleophiles including indoles,phenol,anisole,enoxysilanes,and alcohols was rapidly achieved using catalytic copper(Ⅱ)triflate.The reaction conditions are mild,allowing for quick reactions in an undried solvent and under atmospheric air.The desired products are obtained with good yields.展开更多
A new silver mediated aminophosphinoylation of propargyl alcohols with aromatic amines and Hphosphine oxides for the construction of a-aminophosphine oxides has been developed.The C-N and C-P bond could be efficiently...A new silver mediated aminophosphinoylation of propargyl alcohols with aromatic amines and Hphosphine oxides for the construction of a-aminophosphine oxides has been developed.The C-N and C-P bond could be efficiently formed in one pot operation via sequential C-C and C-O bond cleavage of propargylic alcohols.This present methodology,which not only provides a simple and alternative strategy for the synthesis of α-aminophosphine oxides,but also opens a new window for the cleavage reactions of propargyl alcohols via dealkynalation coupling.展开更多
Photopolymerization of propargyl acetate (PAT) with Michler's ketone (MK) asphotoinitiator in benzene has been investigated for the first time. Some features of the PATphotopolymerization with MK as photoinitiator...Photopolymerization of propargyl acetate (PAT) with Michler's ketone (MK) asphotoinitiator in benzene has been investigated for the first time. Some features of the PATphotopolymerization with MK as photoinitiator is described.展开更多
A facile,one-pot synthesis of N-aryl propargylamine from aromatic boronic acid,aqueous ammonia,and propargyl bromide has been achieved under microwave-assisted conditions.The reactions can be smoothly completed within...A facile,one-pot synthesis of N-aryl propargylamine from aromatic boronic acid,aqueous ammonia,and propargyl bromide has been achieved under microwave-assisted conditions.The reactions can be smoothly completed within a total 10 min through a two-step procedure,including copper-catalyzed coupling of aromatic boronic acids with aqueous ammonia and following propargylation by propargyl bromide.展开更多
基金support from the National Natural Science Foundation of China(Nos.21702198,21971227)the Anhui Provincial Natural Science Foundation(No.1808085MB30)the Fundamental Research Funds for the Central Universities(No.WK2340000090).
文摘The dynamic kinetic asymmetric transformation of racemic propargylic ammonium salts with prochiral aldimine esters through a stereodivergent propargylation is catalyzed by dual nickel and copper catalysis.Thus,a diverse range of optically activeα-quaternary amino esters were produced via C-N bond cleavage with high reaction efficiency and stereoselectivity(up to>99%ee).By selection of the appropriate pair-wise combination of catalyst configurational isomers,all four possible stereoisomers of the corresponding propargylation products are obtained in high yields with excellent regio-,diastereo-,and enantioselectiv-ities.
基金financial support from the National Natural Science Foundation of China(No.32271537 and 22061049)the Science and Technology Department of Guizhou province(QKHJCZK2021-036 and QKHRCPTGCC-2023-003)+1 种基金the Science and Technology Department of Zunyi(ZSKRPT-2020-5,ZSKH-2018-3,ZSKRPT-2021-5)Zunyi Medical University(QKH-2018-5772-014).
文摘Regioselective and enantioselective hydroxylation of propargylic C-H bonds are useful reactions but often lack appropriate catalysts.Here a green and efficient asymmetric hydroxylation of primary and secondary C-H bonds at propargylic positions has been established.A series of optically active propargylic alcohols were prepared with high regio-and enantioselectivity(up to 99%ee)under mild reaction conditions by using P450tol,while the C≡C bonds in the molecule remained unreacted.This protocol provides a green and practical method for constructing enantiomerically chiral propargylic alcohols.In addition,we also demonstrated that the biohydroxylation strategy was able to scaled up to 2.25 mmol scale with the production of chiral propargyl alcohol 2a at a yield of 196 mg with 96%ee,which’s an important synthetic intermediate of antifungal drug Ravuconazole.
基金The financial support from 973 Program(No.2015CB856600)the National Natural Science Foundation of China(Nos.21871090,21573073)the Fundamental Research Funds for the Central Universities。
文摘An enantioselective carboxylative cyclization of propargylic alcohols and CO2 was realized under mild conditions,based on a kinetic resolution strategy,which enabled the synthesis of chiral cyclic carbonates and propargylic alcohols with promising yield and enantioselectivity simultaneously.
基金supported by National Natural Science Foundation of China(21672119)China Postdoctoral Science Foundation(2018M641624)~~
文摘Inexpensive and efficient Cu(Ⅰ) catalysis is reported for the synthesis of α-hydroxy ketones from propargylic alcohols, CO2, and water via tandem carboxylative cyclization and nucleophilic addition reaction. Notably, hydration of propargylic alcohols can be carried out smoothly under atmospheric CO2 pressure, generating a series of α-hydroxy ketones efficiently and selectively. This strategy shows great potential for the preparation of valuable α-hydroxy ketones by using CO2 as a crucial cocatalyst under mild conditions.
基金financial support from the National Natural Science Foundation of China (No.21801087)Fundamental Research Funds for the Central Universities CCNU (No.CCNU19QN064)+2 种基金the Ministry of Science and Technology of China (No.2016YFE0132600)Henan Center for Outstanding Overseas Scientists (No.GZS2020001)the Key Scientific and Technological Project of Henan Province (No.212102311068)。
文摘Anthrones are key structural motifs in many natural products, bioactive compounds and pharmaceutical chemicals. Earth-abundant-metal-catalyzed asymmetric functionalization of anthrones has not proved to be viable. Herein, we disclosed a highly enantioselective propargylic substitution of anthrones with propargylic esters using copper salts with chiral N, N, P-ligand. This strategy is amenable to a broad range of substrates, uses readily available starting materials, provides excellent yields with remarkable enantioselectivity under mild conditions, and enables attractive products diversification routes.
基金supported by the National Natural Science Foundation of China(21871090,21725203)the National Key Research and Development Program of China(2020YFA0710200)+2 种基金the Shanghai Science and Technology Innovation Action Plan(20JC1416900)the Innovation Program of Shanghai Municipal Education Commission(2023ZKZD37)the Fundamental Research Funds for the Central Universities.
文摘We report a tandem asymmetric Cu-catalyzed propargylic amination(ACPA)/Ag-catalyzed carboxylative cyclization(SCC)with CO_(2) to 5-methylidene-2-oxazolidinones;even with tetrasubstituted stereocenters.By varying pyridine bisoxazoline(PYBOX)ligands;a general and highly enantioselective ACPA of unprecedentedly broad scope of secondary propargylic acetates and primary amines is achieved.Bothα-aryl andα-aliphatic propargylic acetates could react with either aromatic or aliphatic primary amines to give the corresponding N-aryl or N-aliphatic ethynylamines withα-aliphatic orα-aryl groups in over 90%ee for use in the next step.The key to developing this one-pot sequence is to use a chelator triethylenetetramine(TETA)to mask the copper ion;to avoid its negative effect on Ag-catalyzed cyclization;whilst releasing PYBOX to activate the silver catalyst.With the methylidene moiety;these oxazolidinones can be readily elaborated.The value of the sequence is further shown by the catalytic enantioselective total synthesis of(–)-cytoxazone and the potent ezetimibe analogue.
基金supported by the National Natural Science Foundation of China (22071111)the Jiangsu Specially Appointed Professor Plan+1 种基金the Natural Science Foundation of Jiangsu Province(BK20201368, BK20220409)the Postgraduate Research&Practice Innovation Program of Jiangsu Province (KYCX23_1683)。
文摘1,3-Diene architectures are not only widely present in natural products, pharmaceuticals, and functional organic materials but also serve as versatile building blocks to furnish important functionalized molecules in synthetic chemistry due to conjugated repeating C=C units. Accordingly, various strategies to access substituted 1,3-dienes in a stereoselective manner have been developed. However, chemo-, regio-and stereoselective synthesis of highly substituted 1,3-dienes still remains elusive and challenging. Readily available propargylic esters have emerged as an appealing class of synthetic intermediates for accessing functionalized 1,3-dienes, especially challenging tri-or tetrasubstituted variants, via transition-metal catalysis, including electrophilic metal and redox neutral catalysis. This review, for the first time, systematically highlights recent advances in transitionmetal catalyzed synthesis of substituted 1,3-dienes from propargylic esters, discusses the mechanisms and synthetic utilities, and gives the remaining challenges and potential opportunities in this field.
基金funding from the National Natural Science Foundation of China(Nos.22071111 and 22371125)Jiangsu Specially Appointed Professor Plan,and Postgraduate Research&Practice Innovation Program of Jiangsu Province of China(No.KYCX23_1683).
文摘The stereochemical synthesis of highly substituted Danishefsky-type dienes remains unsolved in organic chemistry.We describe a simple and efficient approach for the stereoselective synthesis of Danishefsky-type trisubstituted dienes from readily available propargylic esters via Pd-catalyzed dienylation reaction through the key intermediate metallacyclobutene in a regio-,chemo-and stereoselective fashion.This method facilitates a broad range of challenging trisubstituted dienes with a high level of stereocontrol.
基金supported by the National Key R&D Program of China(2023YFE0110100)the National Natural Science Foundation of China(22271113,92256301,21822103,and 21820102003)。
文摘Morpholines are widespread in many biologically and catalytically active agents,thus being an important aim of pharmaceutical and synthetic chemists.However,efficient strategies for the catalytic asymmetric synthesis of chiral morpholines bearing crowded stereogenic centers still remain elusive.Herein,we disclose a Cu-catalyzed asymmetric propargylic amination/desymmetrization strategy to help resolve this challenge.As a result,two kinds of structurally various chiral morpholines bearing rich functional groups and N-a-quaternary stereocenters were produced with high efficiency and selectivity(42 examples,up to91%yield,97:3 er and>19:1 dr).In addition,a series of transformations were performed to demonstrate the synthetic utility of this methodology.In particular,a hit compound for new antitumor drugs was identified through cellular evaluation.Furthermore,mechanistic investigations reveal that,hydrogen bonding in the key copper-allenylidene intermediate together withπ-πstacking aids remote enantioinduction.
文摘We developed a modified protocol for the oxidation of 2,3-allenyl alcohols using CuCI with l ： 1 combination of phenanthroline and bipyridine as the catalyst. To further investigate the applicability of this system, other types of alcohols such as allylic and propargylic alcohols have been tested： we found that both allylic and propargylic alcohols may be oxidized to the corresponding aldehydes or ketones using molecular oxygen in air as the oxidant with moderate to excellent yields.
文摘An efficient synthesis of （E）-alken-1,2,3-triboronates form readily available propargylic carbonates is described. The reaction enjoys excellent regio- and E-selectivity and many synthetically useful functional groups can be tolerated. Based on mechanistic studies, a two-step mechanism via 1,2-allenyl boronate intermediate is proposed.
基金We are grateful for financial support from the National Natural Science Foundation of China(No.21762005)Natural Science Foundation of Guangxi Province(No.2021GXNSFDA075005).
文摘An intriguing Brønsted acid-catalyzed 1,6-hydrophosphination of in situ generated propargylic para-quinone methides(p-QMs)and aza-para-quinone methides(aza-p-QMs)with H-phosphorus oxides via dehydration/1,6-addition under ultrasonic irradiation is described.This methodology provides a rapid and green approach for the construction of diarylmethyl phosphorus oxides bearing phosphorus-substituted quaternary carbon centers in high yields(up to 98%yield)within merely 5min.This environmentally benign protocol represents a unique example of 1,6-conjugate additions of propargylic p-QMs and aza-p-QMs for site-selective C-P bond formation in an operationally simple and atom-economical manner.The use of readily available Brønsted acid catalyst,operationally simplicity,high yields,and high atom economy make this protocol very facile,practical,easily scaled-up and environmentally friendly.
基金Work supported by the National Natural Science Foundation of China and Chinese Academy of Sciences
文摘Propargylic carbonates reacted with dialkyl cycloalkanone-α,α′-dicarboxylates under the catalysis of Pd(0)complex to give bicyclic compounds in high yields.The two electron-withdrawing groups at α and α′positions of cycloalkanone rings are essential for the annulation reaction.
基金Work supported by the National Natural Science Foundation of China.
文摘Eight new complexes with the formula [PhC_2C(OH)R^2R^2]Co_2(CO)_6 were prepared from phenyl substituted propargylic alcohols and dicobalt octacarbonyl.The reactions of these propargylio alcohol complexes with active methylene compounds,2,4-pentanedione or ethyl acetoacetate,in the presnce of an acid,HBF_4(40％)+P_2O_5(in excess)or BF_3·Et_2O,at room temperature in dichlorome- thane were investigated.From the 1-alkyl substituted tertiary propargylic alcohol complexes,three new conjugated ene-yne complexes produced by intramolecular dehydration reaction were isolated in high yields(82—95％).On the other hand,four new alkylated complexes were obtained with satisfactory yields(44—66％)from the secondary propargylic alcohol complexes.The influence of other acids,phosphorus pentoxide and polyphosphoric acid,on both dehydration reaction and alkylated reaction was also studied.
文摘The propargylation of various nucleophiles including indoles,phenol,anisole,enoxysilanes,and alcohols was rapidly achieved using catalytic copper(Ⅱ)triflate.The reaction conditions are mild,allowing for quick reactions in an undried solvent and under atmospheric air.The desired products are obtained with good yields.
基金supported by the Scientific Research Foundation of Zunyi Medical Universitythe Joint Funds of the Southwest Medical University&Luzhou Municipal Government of China(No.2018LZXNYD-ZK39)the Natural Science Foundation of Shandong Province(No.ZR2018MB009)。
文摘A new silver mediated aminophosphinoylation of propargyl alcohols with aromatic amines and Hphosphine oxides for the construction of a-aminophosphine oxides has been developed.The C-N and C-P bond could be efficiently formed in one pot operation via sequential C-C and C-O bond cleavage of propargylic alcohols.This present methodology,which not only provides a simple and alternative strategy for the synthesis of α-aminophosphine oxides,but also opens a new window for the cleavage reactions of propargyl alcohols via dealkynalation coupling.
文摘Photopolymerization of propargyl acetate (PAT) with Michler's ketone (MK) asphotoinitiator in benzene has been investigated for the first time. Some features of the PATphotopolymerization with MK as photoinitiator is described.
基金the National Natural Science Foundation of China (No. 21262020)the Science and Technology Planning Project of Yunnan Province (No. KKSY201207140)+1 种基金the Natural Science Foundation of Yunnan Education Department (No. 09Y0081)the Analysis and Measurement Foundation of Kunming University of Science and Technology (No. 20130560) for their financial supports
文摘A facile,one-pot synthesis of N-aryl propargylamine from aromatic boronic acid,aqueous ammonia,and propargyl bromide has been achieved under microwave-assisted conditions.The reactions can be smoothly completed within a total 10 min through a two-step procedure,including copper-catalyzed coupling of aromatic boronic acids with aqueous ammonia and following propargylation by propargyl bromide.
