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Chemistry. 2013 Sep 27;19(40):13304-8. doi: 10.1002/chem.201302169. Epub 2013 Sep 11.

Copper-catalyzed cyclic oxytrifluoromethylation of 2,3-allenoic acids to trifluoromethylated butenolides.

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  • 1Shanghai Key Laboratory of Green Chemistry and Chemical Processes, Department of Chemistry, East China Normal University, 3663 North Zhongshan Lu, Shanghai 200062 (P. R. China).


Rounding up: An efficient copper-catalyzed cyclic oxytrifluoromethylation of 2,3-allenoic acids under mild conditions, providing a straightforward approach to β-trifluoromethylated butenolides has been developed. Based on the successful trapping of a CF3 radical intermediate, a mechanism involving π-allylic copper(III) or radical intermediate is proposed.

Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.


allenoic acids; catalysis; copper; oxytrifluoromethylation; radicals

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