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Synthesis of Terminal Allenes via a Copper-Catalyzed Decarboxylative Coupling Reaction of Alkynyl Carboxylic Acids

Jeongah Lim, Jinseop Choi, Han-Sung Kim, In Seon Kim, Kye Chun Nam, Jimin Kim* and Sunwoo Lee*

*Department of Chemistry, Chonnam National University, Gwangju, 61186, Republic of Korea, Email: jiminkimchonnam.ac.kr, sunwoochonnam.ac.kr

J. Lim, J. Choi, H.-S. Kim, I.S. Kim, K. C. Nam, J. Kim, S. Lee, J. Org. Chem., 2016, 81, 303-308.

DOI: 10.1021/acs.joc.5b02361


Abstract

A copper-catalyzed decarboxylative coupling reaction of aryl alkynyl carboxylic acid, paraformaldehyde, and dicyclohexylamine in diglyme at 100C for 2 h provides terminal allenes in good yields. The method showed good functional group tolerance.

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Key Words

Allenes


ID: J42-Y2016