Highly Selective and Switchable Access to Tetrasubstituted Alkenyl Sulfones and Naphthyl Sulfones: 1,4-Aryl Migration
Fei Meng1, Honglin Zhang1, Jie Li1
1Jiangsu Key Laboratory of Pesticide Science and Department of Chemistry, College of Sciences , Nanjing Agricultural University , Nanjing 210095 , China.
Abstract:
A highly efficient, chemo-, and regioselective approach has been developed for the switchable synthesis of tetrasubstituted alkenyl sulfones and naphthyl sulfones from homopropargylic alcohols via sulfonylation/1,4-aryl migration and sulfonylation/cyclization. The present switchable processes are characterized by mild and metal-free conditions, high selectivities, good functional group tolerance, the use of inexpensive and easily handled sulfonyl hydrazides as sulfonyl sources, and the release of the nontoxic byproducts H2O and N2.
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