Rodríguez, Arantxa and Moran, Wesley J. (2016) Preparation of Alkyl Alkynyl Sulfones and Cyclic Vinyl Sulfones from Alkynyl(aryl)iodonium Salts. The Journal of Organic Chemistry, 81 (6). pp. 2543-2548. ISSN 0022-3263

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Abstract

The reaction of alkyl sulfinates with alkynyl(aryl)iodonium salts provides a facile access in to otherwise difficult to obtain alkyl alkynyl sulfones and cyclic vinyl sulfones via 1,2-rearrangement or 1,5-CH insertion respectively. In benzyl sulfinates, 1,5-CH insertion is not possible so addition to the aromatic ring occurs followed by ring expansion to generate novel bicyclic sulfones.

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