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Review | Regular issue | Vol 92, No. 4, 2016, pp.607-630
Published online, 26th February, 2016
DOI: 10.3987/REV-15-836
Syntheses of Heterocycles via Alkyne-Carbonyl Metathesis of Unactivated Alkynes

Akio Saito* and Keiichiro Tateishi

*Division of Applied Chemistry, Graduate School of Engineering, Tokyo University of Agriculture and Technology, 2-24-16 Naka-cho, Koganei, Tokyo 184-8588, Japan

Abstract

The formation of α,β-unsaturated carbonyl compounds by a catalytic alkyne-carbonyl metathesis, which can be catalyzed by both π- and σ-acids, has received attention as an atom economical process alternative to the Wittig reaction. During the last decade, the catalytic alkyne-carbonyl metathesis has provided attractive methods for the construction of various cyclic compounds. This review summarizes synthetic methods of heterocycles with a focus on recent advances in the catalytic alkyne-carbonyl metathesis of the unactivated alkynes.