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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 (free Supporting Information)


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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


ID: J54-Y2010-2160