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Novel Synthesis of 2-Oxo-3-butynoates by Copper-Catalyzed Cross-Coupling Reaction of Terminal Alkynes and Monooxalyl Chloride

Minjie Guo, Dao Li and Zhaoguo Zhang*

*State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Lu, Shanghai 200032, People's Republic of China, Email: zhaoguomail.sioc.ac.cn

M. Guo, D. Li, Z. Zhang, J. Org. Chem., 2003, 68, 10172-10174.

DOI: 10.1021/jo0353076


Abstract

2-Oxo-3-butynoates and 2-oxo-3-butynoamides were synthesized by a general, efficient and mild Cu(I)-catalyzed cross-coupling of terminal alkynes and monooxalyl chloride derivatives. Readily available starting materials, mild reaction conditions, wide functional group tolerance, and the obviation of stoichiometric organometallic reagents combine to highlight this reaction.

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Key Words

Copper, Catalysis, Cross Coupling, Alkynyl Ketones


ID: J42-Y2003-1040