Recent Advances in the Addition of Amide/Sulfonamide Bonds to Alkynes

The addition of amide/sulfonamide bonds to alkynes is not only one of the most important strategies for the direct functionalization of carbon–carbon triple bonds, but also a powerful tool for the downstream transformations of amides/sulfonamides. The present review provides a comprehensiv...

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Main Authors: Fei Zhao, Pinyi Li, Xiaoyan Liu, Xiuwen Jia, Jiang Wang, Hong Liu
Format: Article
Language:English
Published: MDPI AG 2019-01-01
Series:Molecules
Subjects:
Online Access:http://www.mdpi.com/1420-3049/24/1/164
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author Fei Zhao
Pinyi Li
Xiaoyan Liu
Xiuwen Jia
Jiang Wang
Hong Liu
author_facet Fei Zhao
Pinyi Li
Xiaoyan Liu
Xiuwen Jia
Jiang Wang
Hong Liu
author_sort Fei Zhao
collection DOAJ
description The addition of amide/sulfonamide bonds to alkynes is not only one of the most important strategies for the direct functionalization of carbon–carbon triple bonds, but also a powerful tool for the downstream transformations of amides/sulfonamides. The present review provides a comprehensive summary of amide/sulfonamide bond addition to alkynes, including direct and metal-free aminoacylation, based-promoted aminoacylation, transition-metal-catalyzed aminoacylation, organocatalytic aminoacylation and transition-metal-catalyzed aminosulfonylation of alkynes up to December 2018. The reaction conditions, regio- and stereoselectivities, and mechanisms are discussed and summarized in detail.
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spelling doaj.art-690f5a702ada436cbc3b0f89c1520a1b2022-12-22T01:15:51ZengMDPI AGMolecules1420-30492019-01-0124116410.3390/molecules24010164molecules24010164Recent Advances in the Addition of Amide/Sulfonamide Bonds to AlkynesFei Zhao0Pinyi Li1Xiaoyan Liu2Xiuwen Jia3Jiang Wang4Hong Liu5Antibiotics Research and Re-evaluation Key Laboratory of Sichuan Province, Sichuan Industrial Institute of Antibiotics, Chengdu University, 168 Hua Guan Road, Chengdu 610052, ChinaAntibiotics Research and Re-evaluation Key Laboratory of Sichuan Province, Sichuan Industrial Institute of Antibiotics, Chengdu University, 168 Hua Guan Road, Chengdu 610052, ChinaAntibiotics Research and Re-evaluation Key Laboratory of Sichuan Province, Sichuan Industrial Institute of Antibiotics, Chengdu University, 168 Hua Guan Road, Chengdu 610052, ChinaAntibiotics Research and Re-evaluation Key Laboratory of Sichuan Province, Sichuan Industrial Institute of Antibiotics, Chengdu University, 168 Hua Guan Road, Chengdu 610052, ChinaState Key Laboratory of Drug Research and CAS Key Laboratory of Receptor Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, 555 Zuchongzhi Road, Shanghai 201203, ChinaState Key Laboratory of Drug Research and CAS Key Laboratory of Receptor Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, 555 Zuchongzhi Road, Shanghai 201203, ChinaThe addition of amide/sulfonamide bonds to alkynes is not only one of the most important strategies for the direct functionalization of carbon–carbon triple bonds, but also a powerful tool for the downstream transformations of amides/sulfonamides. The present review provides a comprehensive summary of amide/sulfonamide bond addition to alkynes, including direct and metal-free aminoacylation, based-promoted aminoacylation, transition-metal-catalyzed aminoacylation, organocatalytic aminoacylation and transition-metal-catalyzed aminosulfonylation of alkynes up to December 2018. The reaction conditions, regio- and stereoselectivities, and mechanisms are discussed and summarized in detail.http://www.mdpi.com/1420-3049/24/1/164amide bondsulfonamide bondalkynesaddition reactionaminoacylationaminosulfonylation
spellingShingle Fei Zhao
Pinyi Li
Xiaoyan Liu
Xiuwen Jia
Jiang Wang
Hong Liu
Recent Advances in the Addition of Amide/Sulfonamide Bonds to Alkynes
Molecules
amide bond
sulfonamide bond
alkynes
addition reaction
aminoacylation
aminosulfonylation
title Recent Advances in the Addition of Amide/Sulfonamide Bonds to Alkynes
title_full Recent Advances in the Addition of Amide/Sulfonamide Bonds to Alkynes
title_fullStr Recent Advances in the Addition of Amide/Sulfonamide Bonds to Alkynes
title_full_unstemmed Recent Advances in the Addition of Amide/Sulfonamide Bonds to Alkynes
title_short Recent Advances in the Addition of Amide/Sulfonamide Bonds to Alkynes
title_sort recent advances in the addition of amide sulfonamide bonds to alkynes
topic amide bond
sulfonamide bond
alkynes
addition reaction
aminoacylation
aminosulfonylation
url http://www.mdpi.com/1420-3049/24/1/164
work_keys_str_mv AT feizhao recentadvancesintheadditionofamidesulfonamidebondstoalkynes
AT pinyili recentadvancesintheadditionofamidesulfonamidebondstoalkynes
AT xiaoyanliu recentadvancesintheadditionofamidesulfonamidebondstoalkynes
AT xiuwenjia recentadvancesintheadditionofamidesulfonamidebondstoalkynes
AT jiangwang recentadvancesintheadditionofamidesulfonamidebondstoalkynes
AT hongliu recentadvancesintheadditionofamidesulfonamidebondstoalkynes