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Current Organic Chemistry

Editor-in-Chief

ISSN (Print): 1385-2728
ISSN (Online): 1875-5348

Metal-Catalyzed Cross-Coupling of Terminal Alkynes with Different Carbene Precursors

Author(s): Jiuwei Che, Dong Xing and Wenhao Hu

Volume 20, Issue 1, 2016

Page: [41 - 60] Pages: 20

DOI: 10.2174/1385272819666151008014517

Price: $65

Abstract

Metal carbene-involved C-H insertion reaction is among the most useful and efficient method for the construction of C-C bonds. While C(sp3)-H insertion and C(sp2)-H insertion have been intensively studied during the past several decades, C(sp)-H insertion of terminal alkynes with metal carbenes has only received great attention from the synthetic community recently. This cross-coupling reaction between terminal alkynes with different metal carbene precursors offers a versatile strategy for the synthesis of different types of alkynes or allenes, which are very useful synthetic intermediates in organic synthesis. This type of cross-coupling reaction, in which a migratory insertion step of alkynylsubstituted metal carbene species is generally involved, also offers new opportunities for the development of related cascade or multicomponent reactions.

Keywords: Terminal alkyne, cross-coupling, metal carbene, migratory insertion, diazo compound, N-Tosylhydrazone, allene, C(sp)-H insertion.

Graphical Abstract


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