Visible-Light Photoredox-Catalyzed Regioselective Sulfonylation of Alkenes Assisted by Oximes via [1,5]-H Migration

Shichao Yang; Lei Wang; Lulu Wang; Hongji Li

doi:10.1021/acs.joc.9b02646

Visible-Light Photoredox-Catalyzed Regioselective Sulfonylation of Alkenes Assisted by Oximes via [1,5]-H Migration

J Org Chem. 2020 Jan 17;85(2):564-573. doi: 10.1021/acs.joc.9b02646. Epub 2019 Dec 19.

Authors

Shichao Yang^{1

2}, Lei Wang^{1

2

3}, Lulu Wang², Hongji Li^{2

3}

Affiliations

¹ Advanced Research Institute and Department of Chemistry , Taizhou University , Taizhou , Zhejiang 318000 , P. R. China.
² Department of Chemistry , Huaibei Normal University , Huaibei , Anhui 235000 , P. R. China.
³ State Key Laboratory of Organometallic Chemistry , Shanghai Institute of Organic Chemistry , Shanghai 200032 , P. R. China.

PMID: 31802673
DOI: 10.1021/acs.joc.9b02646

Abstract

We herein report a visible-light photoredox-catalyzed regioselective sulfonylation of alkenes with sulfonyl hydrazides assisted by oximes at room temperature, which affords a variety of sulfones in good yields. The initial mechanistic experiments demonstrate that the hydroxyl group within oximes plays a crucial role in this sulfonylation.