Recent Advances in Catalytic Alkyne Transformation via Copper Carbene Intermediates

As one of the abundant and inexpensive metals on the earth, copper has demonstrated broad applications in synthetic chemistry and catalysis. Among these copper-catalyzed advances, copper carbenes are versatile and reactive intermediates that can mediate a variety of transformations, which have attra...

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Main Authors: Kuiyong Dong, Mengting Liu, Xinfang Xu
Format: Article
Language:English
Published: MDPI AG 2022-05-01
Series:Molecules
Subjects:
Online Access:https://www.mdpi.com/1420-3049/27/10/3088
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author Kuiyong Dong
Mengting Liu
Xinfang Xu
author_facet Kuiyong Dong
Mengting Liu
Xinfang Xu
author_sort Kuiyong Dong
collection DOAJ
description As one of the abundant and inexpensive metals on the earth, copper has demonstrated broad applications in synthetic chemistry and catalysis. Among these copper-catalyzed advances, copper carbenes are versatile and reactive intermediates that can mediate a variety of transformations, which have attracted much attention in the past decades. The present review summarizes two different reaction models that take place between a copper carbene intermediate and alkyne species, including the cross-coupling reaction of copper carbene intermediate with terminal alkyne, and the addition of copper carbene intermediate onto the C–C triple bond. This article will cover the profile from 2010 to 2021 by placing emphasis on the detailed catalytic models and highlighting the synthetic applications offered by these practical and mild methods.
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spelling doaj.art-2b094916d53a43d3b6f1ee8658f475a52023-11-23T12:20:53ZengMDPI AGMolecules1420-30492022-05-012710308810.3390/molecules27103088Recent Advances in Catalytic Alkyne Transformation via Copper Carbene IntermediatesKuiyong Dong0Mengting Liu1Xinfang Xu2School of Chemistry and Materials Science, Jiangsu Normal University, Xuzhou 221116, ChinaGuangdong Provincial Key Laboratory of Chiral Molecule and Drug Discovery, School of Pharmaceutical Sciences, Sun Yat-sen University, Guangzhou 510006, ChinaGuangdong Provincial Key Laboratory of Chiral Molecule and Drug Discovery, School of Pharmaceutical Sciences, Sun Yat-sen University, Guangzhou 510006, ChinaAs one of the abundant and inexpensive metals on the earth, copper has demonstrated broad applications in synthetic chemistry and catalysis. Among these copper-catalyzed advances, copper carbenes are versatile and reactive intermediates that can mediate a variety of transformations, which have attracted much attention in the past decades. The present review summarizes two different reaction models that take place between a copper carbene intermediate and alkyne species, including the cross-coupling reaction of copper carbene intermediate with terminal alkyne, and the addition of copper carbene intermediate onto the C–C triple bond. This article will cover the profile from 2010 to 2021 by placing emphasis on the detailed catalytic models and highlighting the synthetic applications offered by these practical and mild methods.https://www.mdpi.com/1420-3049/27/10/3088copper catalysiscarbene intermediatealkyne functionalizationcross-coupling reactioncyclopropenationcarbene/alkyne metathesis
spellingShingle Kuiyong Dong
Mengting Liu
Xinfang Xu
Recent Advances in Catalytic Alkyne Transformation via Copper Carbene Intermediates
Molecules
copper catalysis
carbene intermediate
alkyne functionalization
cross-coupling reaction
cyclopropenation
carbene/alkyne metathesis
title Recent Advances in Catalytic Alkyne Transformation via Copper Carbene Intermediates
title_full Recent Advances in Catalytic Alkyne Transformation via Copper Carbene Intermediates
title_fullStr Recent Advances in Catalytic Alkyne Transformation via Copper Carbene Intermediates
title_full_unstemmed Recent Advances in Catalytic Alkyne Transformation via Copper Carbene Intermediates
title_short Recent Advances in Catalytic Alkyne Transformation via Copper Carbene Intermediates
title_sort recent advances in catalytic alkyne transformation via copper carbene intermediates
topic copper catalysis
carbene intermediate
alkyne functionalization
cross-coupling reaction
cyclopropenation
carbene/alkyne metathesis
url https://www.mdpi.com/1420-3049/27/10/3088
work_keys_str_mv AT kuiyongdong recentadvancesincatalyticalkynetransformationviacoppercarbeneintermediates
AT mengtingliu recentadvancesincatalyticalkynetransformationviacoppercarbeneintermediates
AT xinfangxu recentadvancesincatalyticalkynetransformationviacoppercarbeneintermediates