Advancements in N-heterocyclic carbenes (NHCs) catalysis for benzoin reactions: A comprehensive review from past to present

N-heterocyclic carbenes (NHCs) catalyze benzoin condensation, which is a unique carbon-carbon bond-forming reaction. It entails a coupling reaction between two aldehydes catalyzed by NHCs that produce a-hydroxycarbonyl compounds (acyloins). NHCs have emerged as a potent class of organocatalysts, cat...

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Main Authors: Pakin Noppawan, Baramee Phungpis, Kanokkan Worawut
Format: Article
Language:English
Published: Ural Federal University 2023-07-01
Series:Chimica Techno Acta
Subjects:
Online Access:https://chimicatechnoacta.ru/article/view/6856
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author Pakin Noppawan
Baramee Phungpis
Kanokkan Worawut
author_facet Pakin Noppawan
Baramee Phungpis
Kanokkan Worawut
author_sort Pakin Noppawan
collection DOAJ
description N-heterocyclic carbenes (NHCs) catalyze benzoin condensation, which is a unique carbon-carbon bond-forming reaction. It entails a coupling reaction between two aldehydes catalyzed by NHCs that produce a-hydroxycarbonyl compounds (acyloins). NHCs have emerged as a potent class of organocatalysts, catalyzing numerous benzoin and benzoin-type reactions. This review provides an overview of the historical development of NHCs and their application in benzoin reactions. Additionally, recent advancements in NHC catalysis, including the use of chiral NHCs, are discussed. This review aims to provide a comprehensive understanding of the current state of NHC catalysis for benzoin reactions and its potential for future developments in synthetic chemistry.
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publisher Ural Federal University
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series Chimica Techno Acta
spelling doaj-art-505328aad5044d7eb96fa02ae920d35d2025-08-20T02:05:17ZengUral Federal UniversityChimica Techno Acta2411-14142023-07-0110210.15826/chimtech.2023.10.2.144925Advancements in N-heterocyclic carbenes (NHCs) catalysis for benzoin reactions: A comprehensive review from past to presentPakin Noppawan0Baramee Phungpis1Kanokkan Worawut2Department of Chemistry, Faculty of Science, Mahasarakham UniversityFaculty of Natural Resources Rajamangala University of Technology Isan, Sakonnakhon CampusFaculty of Natural Resources Rajamangala University of Technology Isan, Sakonnakhon CampusN-heterocyclic carbenes (NHCs) catalyze benzoin condensation, which is a unique carbon-carbon bond-forming reaction. It entails a coupling reaction between two aldehydes catalyzed by NHCs that produce a-hydroxycarbonyl compounds (acyloins). NHCs have emerged as a potent class of organocatalysts, catalyzing numerous benzoin and benzoin-type reactions. This review provides an overview of the historical development of NHCs and their application in benzoin reactions. Additionally, recent advancements in NHC catalysis, including the use of chiral NHCs, are discussed. This review aims to provide a comprehensive understanding of the current state of NHC catalysis for benzoin reactions and its potential for future developments in synthetic chemistry.https://chimicatechnoacta.ru/article/view/6856acyloina-aminocarbonyl compoundbenzoin condensation a-hydroxycarbonyl compoundn-heterocyclic carbeneorganocatalysis
spellingShingle Pakin Noppawan
Baramee Phungpis
Kanokkan Worawut
Advancements in N-heterocyclic carbenes (NHCs) catalysis for benzoin reactions: A comprehensive review from past to present
Chimica Techno Acta
acyloin
a-aminocarbonyl compound
benzoin condensation a-hydroxycarbonyl compound
n-heterocyclic carbene
organocatalysis
title Advancements in N-heterocyclic carbenes (NHCs) catalysis for benzoin reactions: A comprehensive review from past to present
title_full Advancements in N-heterocyclic carbenes (NHCs) catalysis for benzoin reactions: A comprehensive review from past to present
title_fullStr Advancements in N-heterocyclic carbenes (NHCs) catalysis for benzoin reactions: A comprehensive review from past to present
title_full_unstemmed Advancements in N-heterocyclic carbenes (NHCs) catalysis for benzoin reactions: A comprehensive review from past to present
title_short Advancements in N-heterocyclic carbenes (NHCs) catalysis for benzoin reactions: A comprehensive review from past to present
title_sort advancements in n heterocyclic carbenes nhcs catalysis for benzoin reactions a comprehensive review from past to present
topic acyloin
a-aminocarbonyl compound
benzoin condensation a-hydroxycarbonyl compound
n-heterocyclic carbene
organocatalysis
url https://chimicatechnoacta.ru/article/view/6856
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AT kanokkanworawut advancementsinnheterocycliccarbenesnhcscatalysisforbenzoinreactionsacomprehensivereviewfrompasttopresent