Metal-free synthesis of 3,3-disubstituted oxoindoles by iodine(III)-catalyzed bromocarbocyclizations.

David C Fabry, Maciej Stodulski, Stefanie Hoerner, Tanja Gulder

Index: Chemistry 18(35) , 10834-8, (2012)

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Abstract

"I" did it: An iodine(III)-mediated bromocarbocyclization was elaborated as an efficient tool for the synthesis of oxoindoles. This method is applicable to a variety of structurally different substrates, also with chemically sensitive groups, and gives access to the heterocycles in a regio- and stereoselective fashion. The indole-2-ones obtained can be converted easily into structurally complex target compounds, such as the alkaloid physostigmine.Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.