Issue 13, 2021

Recent advances in NHC–palladium catalysis for alkyne chemistry: versatile synthesis and applications

Abstract

During the past few decades, alkyne chemistry has attracted considerable attention owing to alkenes' unique and idiographic nucleophilic and electrophilic properties in transition-metal-catalyzed chemical transformations. Among the various metal catalysts, palladium complexes show remarkable catalytic activity for the assembly of structurally diverse organic functional molecules from readily available feedstocks. Impressively, the N-heterocyclic carbene–palladium catalytic system has been recognized as one of the most efficient and precise synthetic methodologies due to its strong σ-donating and weaker π-accepting abilities. In this review, NHC–palladium catalyzed transformations of alkynes have been summarized and discussed in detail with focus on the Sonogashira type coupling reactions, difunctionalization reaction, cyclization reaction, hydrogenation reaction, semihydrogenation reaction, dimerization reaction and alkynylation reaction. We also highlight some representative synthetic strategies along with reaction mechanisms involved in the reaction. Moreover, the literature has been surveyed from 2014 to the end of 2020.

Graphical abstract: Recent advances in NHC–palladium catalysis for alkyne chemistry: versatile synthesis and applications

Article information

Article type
Review Article
Submitted
21 Jan 2021
Accepted
31 Mar 2021
First published
01 Apr 2021

Org. Chem. Front., 2021,8, 3502-3524

Recent advances in NHC–palladium catalysis for alkyne chemistry: versatile synthesis and applications

J. Li, D. He, Z. Lin, W. Wu and H. Jiang, Org. Chem. Front., 2021, 8, 3502 DOI: 10.1039/D1QO00111F

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