Metal-Free Synthesis of 3,3-Disubstituted Oxoindoles by Iodine(III)-Catalyzed Bromocarbocyclizations |
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Authors: | David C Fabry Maciej Stodulski Stefanie Hoerner Tanja Gulder |
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Institution: | Institute of Organic Chemistry, RWTH Aachen, Landoltweg 1, 52056 Aachen (Germany), Fax: (+49)?241-8092665. |
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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. |
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