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One-Pot Facile Synthesis of Substituted Isoindolinones via an Ugi Four-Component Condensation/Diels−Alder Cycloaddition/ Deselenization−Aromatization Sequence

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journal contribution
posted on 20.11.2009, 00:00 by Xian Huang, Jianfeng Xu
A versatile one-pot synthesis of substituted isoindolinones from 2-furaldehydes, amines, 2-(phenylselanyl)acrylic acids, and isocyanides is described. The tandem process involves the Ugi four-component condensation, intramolecular Diels−Alder cycloaddition, and subsequent deselenization−aromatization promoted by BF3−OEt2. The procedure is general and efficient and the substrates are easily available.