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Radical Cascade Reaction of Aryl Alkynoates at Room Temperature: Synthesis of Fully Substituted α,β-Unsaturated Acids with Chalcogen Functionality

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journal contribution
posted on 07.06.2018, 16:37 by Harekrishna Sahoo, Saibal Singh, Mahiuddin Baidya
A radical-based cascade reaction has been devised for oxidative difunctionalization of aryl alkynoates at room temperature to access stereodefined fully substituted α,β-unsaturated acids bearing a chalcogen functionality in high yields (up to 95%). The protocol is operationally simple, metal-free, scalable, and suppresses the usual CO2 exclusion phenomenon. The utility of this method was showcased in the synthesis of vinyl halides, vinyl selenides, and 3,3-disubstituted indanones.