The reactive intermediate generated by the addition of alkyl isocyanides to dialkyl acetylenedicarboxylate was trapped by 6- quinolinol to produce highlyfunctionalized 4H-chromenes in fairly good yields.
The addition of pyridine-2-carboxaldoxime or α-furildioxime to dialkyl acety lenedicarboxy lates under neutral conditions in the presence of alkyl isocyanides leads to ketenimines and bis（ketenimines） in good yields.
A palladium-catalyzed formal[2+2+1]cyclization of 1-alkynyl-8-iodonaphthalene with double isocyanides is developed herein.The transformation worked well to produce a series of 7 H-acenaphtho[1,2-b]pyrrole with a broad...A palladium-catalyzed formal[2+2+1]cyclization of 1-alkynyl-8-iodonaphthalene with double isocyanides is developed herein.The transformation worked well to produce a series of 7 H-acenaphtho[1,2-b]pyrrole with a broad reaction scope.Isocyanides play a dual role in the reaction.One is a C1 building block,and another is used as C1 N1 component.In the process,the[2+2+1]cyclization involves imidoylation,regioselective addition of imidoylpalladium species into alkyne,double imidoylation,and another addition of the resulting imidoylpalladium species into imine bonds.展开更多
A Cu-catalyzed chemoselective heterocyclization of o-cinnamoyl arylisocyanides with α-substituted tosylmethyl isocyanides is developed for the efficient synthesis benzopyrroloazepinones. An isocyanide insertion into ...A Cu-catalyzed chemoselective heterocyclization of o-cinnamoyl arylisocyanides with α-substituted tosylmethyl isocyanides is developed for the efficient synthesis benzopyrroloazepinones. An isocyanide insertion into the C–Cu bond of organocuprate intermediate is involved for the formation of the sevenmembered azepinone ring.展开更多
A palladium-catalyzed [4+1] cycloaddition of prop-2-yn-1-ones with double isocyanides is developed herein.The transformation worked well to produce a series of 2-amino-4-cyanofurans with high efficiency and a broad re...A palladium-catalyzed [4+1] cycloaddition of prop-2-yn-1-ones with double isocyanides is developed herein.The transformation worked well to produce a series of 2-amino-4-cyanofurans with high efficiency and a broad reaction scope.Based on mechanism studies,it is believed that the palladiumcatalyzed [4+1] imidoylative cycloaddition of prop-2-yn-1-ones was concerted.Treated with a ryl amine and H_2 O,the [4+1] cycloaddition of prop-2-yn-1-ones with double isocyanides provided 2-amino-4-amidylpyrroles efficiently.展开更多
The addition of 2,4-dihydroxyaceto(and benzo)phenone to propiolic ester is catalyzed by triphenylphosphine or tert-butyl isocyanide to form O-vinyl aryl derivatives in fairly good yields.
The reaction between 2-aminobenzothiazole with dialkyl acetylenedicarboxylates in the presence of isocyanides,leads to functionalized azadienes in good yields.
A manganese (Ⅲ)-promoted oxidative radical cascade reaction of easily accessible arylboronic acids with isocyanides to construct diimide derivatives was studied. This protocol provides a new way to synthesis of acety...A manganese (Ⅲ)-promoted oxidative radical cascade reaction of easily accessible arylboronic acids with isocyanides to construct diimide derivatives was studied. This protocol provides a new way to synthesis of acetyl diimide derivatives. New C-C, C-N and C=O bonds were formed in one step.展开更多
The reductive cyclocoupling of isocyanides is a pivotal reaction that facilitates the rapid construction of intricate cyclic compounds in a single-step process.In this work,treatment of simple precursor1(Cp^(#)CrLCl,L...The reductive cyclocoupling of isocyanides is a pivotal reaction that facilitates the rapid construction of intricate cyclic compounds in a single-step process.In this work,treatment of simple precursor1(Cp^(#)CrLCl,L=CAAC,NHC,PCy_(3),or PPh_(2)Et;Cp^(#)=Cp^(*)or Cp^(*TMS))with XylNC(2,6-dimethylphenyl isocyanide)led to the reductive coupling of isocyanides,yielding either complex 2{(Cp^(*TMS)Cr)_(2)[μ-C_(4)(NXyl)_(4)]}or complex 6{(Cp^(*)CrCl)_(2)[μ-C_(4)(NXyl)_(4)]},corresponding to the tetramerization of isocyanides.Control experiments and in-situ monitoring were carried out to understand the reaction mechanism,revealing various side reaction pathways during the isocyanide tetramerization.SQUID and DFT calculations provided insights into the electronic structures.In complex 2,the energies of nonet and broken-symmetry singlet states are close and significantly lower than other spin states,indicating two independent highspin Cr(Ⅱ)centers with weak antiferromagnetic coupling.A similar situation is observed in complex 6,where two independent high-spin Cr(Ⅲ)centers are coupled antiferromagnetically.In both complexes 2 and 6,the tetrameric isocyanide rings,receiving two electrons from Cr centers,show averaged bond lengths and display moderate aromatic characteristics.展开更多
The pursuit of sustainable and environmentally benign synthetic methods continues to challenge organic chemists. Herein, we introduce a magnetoredox system for tri- and difluoromethylation of isocyanides and N-arylacr...The pursuit of sustainable and environmentally benign synthetic methods continues to challenge organic chemists. Herein, we introduce a magnetoredox system for tri- and difluoromethylation of isocyanides and N-arylacrylamides using a rotating magnetic field and steel rods. This magnetoredox approach enables facile synthesis of functionalized phenanthridines and oxindoles without the need for catalysts and additives under mild conditions. Such a system potentially represents an attractive strategy for selective formation of bonds through multifaceted regulation of magnetic intensity, rotating frequency, and rod size.展开更多
Comprehensive Summary Herein,a[1,2]-phospha-Brook rearrangement-initiated palladium-catalyzed cyclization reaction for base-controlled selective synthesis of 2H-isoindole-1-carboxamide and 2H-isoindole-1-carbonitrile ...Comprehensive Summary Herein,a[1,2]-phospha-Brook rearrangement-initiated palladium-catalyzed cyclization reaction for base-controlled selective synthesis of 2H-isoindole-1-carboxamide and 2H-isoindole-1-carbonitrile derivatives has been described.This strategy features double isocyanide insertion,efficient bond combinations,simple operation and reaction conditions.Mechanistic studies show that the[1,2]-phospha-Brook rearrangement is the key step in this reaction.This protocol offers a novel and concise strategy for the synthesis of 2H-isoindole derivatives.展开更多
Herein,it is reported that the aryl radicals derived from aryl thianthrenium salts are used as coupling partner in the arylation reactions of isocyanides,simultaneously as initiators for the formation of alkyl and pho...Herein,it is reported that the aryl radicals derived from aryl thianthrenium salts are used as coupling partner in the arylation reactions of isocyanides,simultaneously as initiators for the formation of alkyl and phosphoryl radicals from ethers and diarylphosphine oxides.This cascade cyclization reaction leads to diverse arylated,alkylated and phosphorylated heteroaromatic compounds.Notably,this transformation can be achieved without the aid of metals or photocatalysts,exhibiting a wide substrate applicability and operational simplicity.Mechanistic studies suggest the involvement of radical processes and electron donor-acceptor(EDA)complexes in this transformation.展开更多
Polyisocyanides belong to one of the most important artificial helical polymers. The rigid-rod helical conformation makes them to exhibit wide potential applications in chiral recognition, enantioseparation, asymmetri...Polyisocyanides belong to one of the most important artificial helical polymers. The rigid-rod helical conformation makes them to exhibit wide potential applications in chiral recognition, enantioseparation, asymmetrical catalysis, and liquid crystals [1]. Up to now, quite a few metal-promoted polymerization methods have been developed to synthesize polyisocyanides. Especially, it is a great challenge for synthetic chemists to synthesize polyisocyanides in living/controllable fashion that afford well-defined and high isotactic helical polymers.展开更多
A novel sulfur-promoted cyclization of hydrazides and isonitriles to produce 1,3,4-oxadiazole has been devel- oped. The method is operationally simple and compatible with a wide scope of substrates and various 2-amino...A novel sulfur-promoted cyclization of hydrazides and isonitriles to produce 1,3,4-oxadiazole has been devel- oped. The method is operationally simple and compatible with a wide scope of substrates and various 2-amino- 1,3,4-oxadiazoles are efficiently obtained in good yields.展开更多
Herein, two efficient palladium-catalyzed intermolecular oxidative coupling reactions of （Z）-enamines with isocyanides via selective β-C（sp2）-H and/or C=C bond cleavage have been developed, leading to controllabl...Herein, two efficient palladium-catalyzed intermolecular oxidative coupling reactions of （Z）-enamines with isocyanides via selective β-C（sp2）-H and/or C=C bond cleavage have been developed, leading to controllable chemodivergent and stereoselective construction of a wide range of （E）-β-carbamoylenamine derivatives containing strong intramolecular hydrogen bonds. Furthermore, possible reaction pathways for these transfor- mations are proposed on the basis of preliminary mechanism studies.展开更多
An efficient multicomponent reaction of 3-indolyl-3-oxopropanenitriles with dialkyl acetylenedicarboxylates and isocyanides under mild conditions leading to highly functionalized 6-(indol-3-yl)-4H-pyrans in moderate t...An efficient multicomponent reaction of 3-indolyl-3-oxopropanenitriles with dialkyl acetylenedicarboxylates and isocyanides under mild conditions leading to highly functionalized 6-(indol-3-yl)-4H-pyrans in moderate to good yields has been developed.展开更多
Quinazoline-2,4（1H,3H）-diones are core structural subunits frequently found in many biologically important compounds. The reaction of 2- aminobenzonitrile and CO2, which was frequently studied, only provided N3-unsu...Quinazoline-2,4（1H,3H）-diones are core structural subunits frequently found in many biologically important compounds. The reaction of 2- aminobenzonitrile and CO2, which was frequently studied, only provided N3-unsubstituted quinazoline-2,4（1H,3H）-dione compounds. Herein we report palladium-catalyzed cyclization reactions of o-haloanilines, CO2 and isocyanides to prepare N3-substituted quinazoline-2,4（1H,3H）-diones. Electron-rich o-bromoanilines participated in the cyclization reaction using Cs2CO3 at high temperature, and electron-deficient o-bromoaniline or o-iodoaniline sub- strates conducted the reaction using CsF as base to deliver corresponding quinazoline-2,4（1H,3H）-dione products in good yields.展开更多
An expedient and economic approach for constructing O,O,N-spiro compounds consisting of both a 1,3-oxazine and a furan ring through a catalyst-free formal[4+1]/[4+2]cycloaddition cascade sequence of isocyanides with t...An expedient and economic approach for constructing O,O,N-spiro compounds consisting of both a 1,3-oxazine and a furan ring through a catalyst-free formal[4+1]/[4+2]cycloaddition cascade sequence of isocyanides with two molecules of acylketene formed in situ through thermal-induced Wolff rearrangement of 2-diazo-1,3-diketones was developed.The reaction displayed good functional group tolerance and was compatible with different isocyanides and 2-diazo-1,3-diketones.Furthermore,preliminary asymmetric attempts of this reaction are made by utilizing optically pure isocyanides as inputs,and moderate diastereomeric induction was observed.展开更多
Isothiocyanates(ITCs)are an important class of organic compounds characterized by the functional group R-N=C=S.These functional groups are widely found in multiple natural products and pharmaceutical important drugs.M...Isothiocyanates(ITCs)are an important class of organic compounds characterized by the functional group R-N=C=S.These functional groups are widely found in multiple natural products and pharmaceutical important drugs.Moreover,due to their high and versatile reactivity,they are widely used as an intermediate in organic synthesis.Keeping in view ITCs importance,this review summarizes their synthesis from nitrogen rich raw materials like amines,isocyanides,azides and some other compounds like oximes.Besides their synthesis,their application in organic compound synthesis as an intermediate will also be covered.Future research will likely focus on optimizing the synthesis of multifunctional isothiocyanates,understanding their complex biological mechanisms,exploring new applications,and highlighting the continued importance of isothiocyanates in modern chemistry and biotechnology.展开更多
The tricyclic pyrrolo[2,3-c]quinoline framework is the core structure of numerous natural products and bioactive molecules.Their syntheses usually rely on either forming middle pyridine ring by pyridannulation of 2-(1...The tricyclic pyrrolo[2,3-c]quinoline framework is the core structure of numerous natural products and bioactive molecules.Their syntheses usually rely on either forming middle pyridine ring by pyridannulation of 2-(1H-pyrrol-3-yl)anilines or building the pyrrole ring onto quinolines.We herein disclosed an unprecedented diheterocyclization-migration strategy for the de novo synthesis of 4-sulfonyl pyrrolo[2,3-c]quinolines from two distinct isocyanides.This methodology successively constructed the pyridine and pyrrole rings of this tricyclic scaffold in a single operation,along with remote migration of the sulfonyl group.Moreover,a collective total synthesis of alkaloids marinoquinoline A-C,H and K was accomplished by using the resulting 4-sulfonyl pyrrolo[2,3-c]quinoline as a common platform.展开更多
文摘The reactive intermediate generated by the addition of alkyl isocyanides to dialkyl acetylenedicarboxylate was trapped by 6- quinolinol to produce highlyfunctionalized 4H-chromenes in fairly good yields.
文摘The addition of pyridine-2-carboxaldoxime or α-furildioxime to dialkyl acety lenedicarboxy lates under neutral conditions in the presence of alkyl isocyanides leads to ketenimines and bis（ketenimines） in good yields.
基金Financial supports from the Natural Science Foundation of Zhejiang Province(No.LY22B020010)the National Natural Science Foundation of China(Nos.21772067,21801096 and 22161043)The Youth Jinggang Scholars Program in Jiangxi Province。
文摘A palladium-catalyzed formal[2+2+1]cyclization of 1-alkynyl-8-iodonaphthalene with double isocyanides is developed herein.The transformation worked well to produce a series of 7 H-acenaphtho[1,2-b]pyrrole with a broad reaction scope.Isocyanides play a dual role in the reaction.One is a C1 building block,and another is used as C1 N1 component.In the process,the[2+2+1]cyclization involves imidoylation,regioselective addition of imidoylpalladium species into alkyne,double imidoylation,and another addition of the resulting imidoylpalladium species into imine bonds.
基金Financial support from the National Natural Science Foundation of China (Nos. 22001151, 22171168, 22101159)Taishan Scholar Program of Shandong Province and Shandong Provincial Natural Science Foundation (Nos. ZR2019QB004, ZR2020QB019) is gratefully acknowledged。
文摘A Cu-catalyzed chemoselective heterocyclization of o-cinnamoyl arylisocyanides with α-substituted tosylmethyl isocyanides is developed for the efficient synthesis benzopyrroloazepinones. An isocyanide insertion into the C–Cu bond of organocuprate intermediate is involved for the formation of the sevenmembered azepinone ring.
基金Financial supports from the Natural Science Foundation of Shandong Province(Nos.ZR2019PB004 and ZR2018BB029)the Natural Science Foundation of China(Nos.21502069 and 21772067)are gratefully acknowledged。
文摘A palladium-catalyzed [4+1] cycloaddition of prop-2-yn-1-ones with double isocyanides is developed herein.The transformation worked well to produce a series of 2-amino-4-cyanofurans with high efficiency and a broad reaction scope.Based on mechanism studies,it is believed that the palladiumcatalyzed [4+1] imidoylative cycloaddition of prop-2-yn-1-ones was concerted.Treated with a ryl amine and H_2 O,the [4+1] cycloaddition of prop-2-yn-1-ones with double isocyanides provided 2-amino-4-amidylpyrroles efficiently.
文摘The addition of 2,4-dihydroxyaceto(and benzo)phenone to propiolic ester is catalyzed by triphenylphosphine or tert-butyl isocyanide to form O-vinyl aryl derivatives in fairly good yields.
文摘The reaction between 2-aminobenzothiazole with dialkyl acetylenedicarboxylates in the presence of isocyanides,leads to functionalized azadienes in good yields.
基金the National Natural Science Foundation of China(Nos. 21772137, 21672157, 21372174)the Major Basic Research Project of the Natural Science Foundation of the Jiangsu Higher Education Institutions (No. 16KJA150002)+2 种基金the Ph.D. Programs Foundation of PAPDthe project of scientific and technologic infrastructure of Suzhou (No. SZS201708)Soochow University for financial support
文摘A manganese (Ⅲ)-promoted oxidative radical cascade reaction of easily accessible arylboronic acids with isocyanides to construct diimide derivatives was studied. This protocol provides a new way to synthesis of acetyl diimide derivatives. New C-C, C-N and C=O bonds were formed in one step.
基金the financial support by the National Natural Science Foundation of China(No.22201013)。
文摘The reductive cyclocoupling of isocyanides is a pivotal reaction that facilitates the rapid construction of intricate cyclic compounds in a single-step process.In this work,treatment of simple precursor1(Cp^(#)CrLCl,L=CAAC,NHC,PCy_(3),or PPh_(2)Et;Cp^(#)=Cp^(*)or Cp^(*TMS))with XylNC(2,6-dimethylphenyl isocyanide)led to the reductive coupling of isocyanides,yielding either complex 2{(Cp^(*TMS)Cr)_(2)[μ-C_(4)(NXyl)_(4)]}or complex 6{(Cp^(*)CrCl)_(2)[μ-C_(4)(NXyl)_(4)]},corresponding to the tetramerization of isocyanides.Control experiments and in-situ monitoring were carried out to understand the reaction mechanism,revealing various side reaction pathways during the isocyanide tetramerization.SQUID and DFT calculations provided insights into the electronic structures.In complex 2,the energies of nonet and broken-symmetry singlet states are close and significantly lower than other spin states,indicating two independent highspin Cr(Ⅱ)centers with weak antiferromagnetic coupling.A similar situation is observed in complex 6,where two independent high-spin Cr(Ⅲ)centers are coupled antiferromagnetically.In both complexes 2 and 6,the tetrameric isocyanide rings,receiving two electrons from Cr centers,show averaged bond lengths and display moderate aromatic characteristics.
基金support by the National Natural Science Foundation of China(22101157)is gratefully acknowledgedWe are very grateful to Prof.Xiao Shen(Wuhan University,China)for helpful discussion.
文摘The pursuit of sustainable and environmentally benign synthetic methods continues to challenge organic chemists. Herein, we introduce a magnetoredox system for tri- and difluoromethylation of isocyanides and N-arylacrylamides using a rotating magnetic field and steel rods. This magnetoredox approach enables facile synthesis of functionalized phenanthridines and oxindoles without the need for catalysts and additives under mild conditions. Such a system potentially represents an attractive strategy for selective formation of bonds through multifaceted regulation of magnetic intensity, rotating frequency, and rod size.
基金financially supported by the National Natural Science Foundation of China(22071063)National Youth Talent Support Program,Guangdong Basic and Applied Basic Research Foundation(2021B1515020058 and 2024B1515040027)Guangzhou Science and Technology Projects(2024A04J6248).
文摘Comprehensive Summary Herein,a[1,2]-phospha-Brook rearrangement-initiated palladium-catalyzed cyclization reaction for base-controlled selective synthesis of 2H-isoindole-1-carboxamide and 2H-isoindole-1-carbonitrile derivatives has been described.This strategy features double isocyanide insertion,efficient bond combinations,simple operation and reaction conditions.Mechanistic studies show that the[1,2]-phospha-Brook rearrangement is the key step in this reaction.This protocol offers a novel and concise strategy for the synthesis of 2H-isoindole derivatives.
基金supported by the National Youth Talent Support Program,Guangdong Basic and Applied Basic Research Foundation(2024B1515040027)Guangzhou Science and Technology Projects(2024A04J6248).
文摘Herein,it is reported that the aryl radicals derived from aryl thianthrenium salts are used as coupling partner in the arylation reactions of isocyanides,simultaneously as initiators for the formation of alkyl and phosphoryl radicals from ethers and diarylphosphine oxides.This cascade cyclization reaction leads to diverse arylated,alkylated and phosphorylated heteroaromatic compounds.Notably,this transformation can be achieved without the aid of metals or photocatalysts,exhibiting a wide substrate applicability and operational simplicity.Mechanistic studies suggest the involvement of radical processes and electron donor-acceptor(EDA)complexes in this transformation.
文摘Polyisocyanides belong to one of the most important artificial helical polymers. The rigid-rod helical conformation makes them to exhibit wide potential applications in chiral recognition, enantioseparation, asymmetrical catalysis, and liquid crystals [1]. Up to now, quite a few metal-promoted polymerization methods have been developed to synthesize polyisocyanides. Especially, it is a great challenge for synthetic chemists to synthesize polyisocyanides in living/controllable fashion that afford well-defined and high isotactic helical polymers.
文摘A novel sulfur-promoted cyclization of hydrazides and isonitriles to produce 1,3,4-oxadiazole has been devel- oped. The method is operationally simple and compatible with a wide scope of substrates and various 2-amino- 1,3,4-oxadiazoles are efficiently obtained in good yields.
基金The authors thank the National Key Research and Development Program of China （2016YFA0602900） and the National Natural Science Foundation of China （21490572 and 21420102003） for financial support.
文摘Herein, two efficient palladium-catalyzed intermolecular oxidative coupling reactions of （Z）-enamines with isocyanides via selective β-C（sp2）-H and/or C=C bond cleavage have been developed, leading to controllable chemodivergent and stereoselective construction of a wide range of （E）-β-carbamoylenamine derivatives containing strong intramolecular hydrogen bonds. Furthermore, possible reaction pathways for these transfor- mations are proposed on the basis of preliminary mechanism studies.
基金We gratefully acknowledge the National Natural Science Foundation of China(Nos.21172162,21372174)the Ph.D.Programs Foundation of Ministry of Education of China(No.2013201130004),the Scientific Research Foundation for the Returned Overseas Chinese Scholars,PAPD,and Soochow University for financial support.
文摘An efficient multicomponent reaction of 3-indolyl-3-oxopropanenitriles with dialkyl acetylenedicarboxylates and isocyanides under mild conditions leading to highly functionalized 6-(indol-3-yl)-4H-pyrans in moderate to good yields has been developed.
基金This work was supported by the Natural Science Foundation of Liaoning Province （20170540156）. X.-B. Lu acknowledges the Program for Changjiang Scholars and Innovative Research Team in University （IRT13008, IRT_17R14）.
文摘Quinazoline-2,4（1H,3H）-diones are core structural subunits frequently found in many biologically important compounds. The reaction of 2- aminobenzonitrile and CO2, which was frequently studied, only provided N3-unsubstituted quinazoline-2,4（1H,3H）-dione compounds. Herein we report palladium-catalyzed cyclization reactions of o-haloanilines, CO2 and isocyanides to prepare N3-substituted quinazoline-2,4（1H,3H）-diones. Electron-rich o-bromoanilines participated in the cyclization reaction using Cs2CO3 at high temperature, and electron-deficient o-bromoaniline or o-iodoaniline sub- strates conducted the reaction using CsF as base to deliver corresponding quinazoline-2,4（1H,3H）-dione products in good yields.
基金supported by the National Natural Science Foundation of China(21801050)the Scientific Research Project of Guangzhou Municipal Colleges and Universities(201831816)。
文摘An expedient and economic approach for constructing O,O,N-spiro compounds consisting of both a 1,3-oxazine and a furan ring through a catalyst-free formal[4+1]/[4+2]cycloaddition cascade sequence of isocyanides with two molecules of acylketene formed in situ through thermal-induced Wolff rearrangement of 2-diazo-1,3-diketones was developed.The reaction displayed good functional group tolerance and was compatible with different isocyanides and 2-diazo-1,3-diketones.Furthermore,preliminary asymmetric attempts of this reaction are made by utilizing optically pure isocyanides as inputs,and moderate diastereomeric induction was observed.
文摘Isothiocyanates(ITCs)are an important class of organic compounds characterized by the functional group R-N=C=S.These functional groups are widely found in multiple natural products and pharmaceutical important drugs.Moreover,due to their high and versatile reactivity,they are widely used as an intermediate in organic synthesis.Keeping in view ITCs importance,this review summarizes their synthesis from nitrogen rich raw materials like amines,isocyanides,azides and some other compounds like oximes.Besides their synthesis,their application in organic compound synthesis as an intermediate will also be covered.Future research will likely focus on optimizing the synthesis of multifunctional isothiocyanates,understanding their complex biological mechanisms,exploring new applications,and highlighting the continued importance of isothiocyanates in modern chemistry and biotechnology.
基金Financial support from the National Natural Science Foundation of China(No.22171168)the Taishan Scholar Program of Shandong Provincethe Shandong Provincial Natural Science Foundation(No.ZR2024MB104).
文摘The tricyclic pyrrolo[2,3-c]quinoline framework is the core structure of numerous natural products and bioactive molecules.Their syntheses usually rely on either forming middle pyridine ring by pyridannulation of 2-(1H-pyrrol-3-yl)anilines or building the pyrrole ring onto quinolines.We herein disclosed an unprecedented diheterocyclization-migration strategy for the de novo synthesis of 4-sulfonyl pyrrolo[2,3-c]quinolines from two distinct isocyanides.This methodology successively constructed the pyridine and pyrrole rings of this tricyclic scaffold in a single operation,along with remote migration of the sulfonyl group.Moreover,a collective total synthesis of alkaloids marinoquinoline A-C,H and K was accomplished by using the resulting 4-sulfonyl pyrrolo[2,3-c]quinoline as a common platform.
