Carbon Dioxide as the C1 Source for Direct C-H Functionalization of Aromatic Heterocycles

Oleg Vechorkin, Nathalie Hirt and Xile Hu*

*Laboratory of Inorganic Synthesis and Catalysis, Institute of Chemical Sciences and Engineering, Ecole Polytechnique Fdrale de Lausanne (EPFL), SB-ISIC-LSCI, BCH 3305, Lausanne 1015, Switzerland, Email: xile.huepfl.ch

O. Vechorkin, N. Hirt, X. Hu, Org. Lett., 2010, 12, 3567-3569.

DOI: 10.1021/ol101450u

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Abstract

A simple and straightforward method for the direct carboxylation of aromatic heterocylces such as oxazoles, thiazoles, and oxadiazoles using CO₂ as the C1 source requires no metal catalyst and only Cs₂CO₃ as the base. A good functional group tolerance is achieved.

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Key Words

Carboxylation, Benzoxazoles, 1,3,4-Oxadiazoles, Benzothiazoles

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ID: J54-Y2010-2160