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Recent Advances in the Synthesis of Ynamides

Journal

CHINESE JOURNAL OF ORGANIC CHEMISTRY
Volume 42, Issue 1, Pages 85-99

Publisher

SCIENCE PRESS
DOI: 10.6023/cjoc202107051

Keywords

ynamide; electron-withdrawing group; internal ynamide; terminal ynamide

Funding

  1. National Natural Science Foundation of China [21778025, 91853114]

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Ynamides are a class of special ynamines with an electron-withdrawing group on the nitrogen atom, which have been widely used in organic synthetic chemistry. The recent advances in the synthesis of ynamides and their representative mechanisms are reviewed in this article, classified by the main starting materials including haloenamides, alkynes or its derivatives, and dihalo-substituted alkenes.
Ynamides are a class of special ynamines bearing an electron-withdrawing group on the nitrogen atom. The electron-withdrawing group endows ynamides an optimal balance between the stability and activity, and thus enabling ynamides to be versatile synthons widely used in organic synthetic chemistry. The ynamide chemistry has witnessed a rapid development over the past two decades. As a consequence, its synthetic methods have attracted widespread attention. In this context, the recent advances in the synthesis of ynamides are reviewed herein. According to the structure of the main starting materials, the contents are classified as the synthesis with haloenamides, alkynes or its derivatives, and dihalo-substituted alkenes. The representative mechanisms are also discussed.

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