Issue 2, 2016

Double carboxylation of o-alkynyl acetophenone with carbon dioxide

Abstract

A copper-catalyzed double carboxylation of o-alkynyl acetophenone using carbon dioxide to afford 1(3H)-isobenzofuranylidene dicarboxylic esters in good yields is described. The reaction proceeds via a carboxylation/intramolecular cyclization/carboxylation sequence. Alkyl-substituted substrates show much higher double carboxylation product selectivities than aryl-substituted substrates.

Graphical abstract: Double carboxylation of o-alkynyl acetophenone with carbon dioxide

Supplementary files

Article information

Article type
Research Article
Submitted
16 Nov 2015
Accepted
06 Dec 2015
First published
07 Dec 2015

Org. Chem. Front., 2016,3, 217-221

Double carboxylation of o-alkynyl acetophenone with carbon dioxide

W. Zhang, M. Yang, X. Yang, L. Shi, H. Wang and X. Lu, Org. Chem. Front., 2016, 3, 217 DOI: 10.1039/C5QO00374A

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