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Metal‐Free Decarboxylation of α, β‐Unsaturated Carboxylic Acids for Carbon–Carbon and Carbon–Heteroatom Coupling Reactions
Author(s) -
Xu Xianjun,
Van der Eycken Erik V.,
Feng Huangdi
Publication year - 2020
Publication title -
chinese journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 1001-604X
DOI - 10.1002/cjoc.202000326
Subject(s) - chemistry , decarboxylation , heteroatom , carbon fibers , carbon–carbon bond , metal , catalysis , coupling reaction , organic chemistry , alkyl , materials science , composite number , composite material
Metal‐free decarboxylative coupling reactions represent an alternative paradigm for carbon–carbon or carbon–heteroatom bond formation that complement more traditional metal catalysis approaches. In this review, recent advances in metal‐free decarboxylation reactions of α,β‐unsaturated carboxylic acids are highlighted. Two major reaction classes are covered: 1) generation of C–C, C–N, C–S, C–X bonds using propiolic acids; 2) transformations of alkenyl acids for C–C, C–P, C–N, C–S, C–X bond‐forming. Some cases involving electrochemistry and photochemistry represent a frontier area for carbon–carbon and carbon–heteroatom coupling processes. Additionally, the proposed mechanisms for both types of reactions are discussed.