Synthesis 2022; 54(09): 2258-2266
DOI: 10.1055/s-0041-1737341
paper

DMSO-Mediated Difunctionalization of Electron-Deficient Olefins to Access β-Hydroxysulfides with High Chemoselectivity

Bao Gao
a   Department of Applied Chemistry, School of Science, Anhui Agricultural University, 230036, Hefei, P. R. of China
,
Xiaojun Liu
a   Department of Applied Chemistry, School of Science, Anhui Agricultural University, 230036, Hefei, P. R. of China
,
Qian Yan
a   Department of Applied Chemistry, School of Science, Anhui Agricultural University, 230036, Hefei, P. R. of China
,
Ruiting Yang
a   Department of Applied Chemistry, School of Science, Anhui Agricultural University, 230036, Hefei, P. R. of China
,
Tao Jiang
a   Department of Applied Chemistry, School of Science, Anhui Agricultural University, 230036, Hefei, P. R. of China
,
Xiuli Zhang
a   Department of Applied Chemistry, School of Science, Anhui Agricultural University, 230036, Hefei, P. R. of China
b   State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Shanghai 200032, P. R. of China
› Institutsangaben
We are grateful for financial support from the National Natural Science Foundation of China (21702197), Anhui Agricultural University (yj2018-45), and Graduate Innovation Fund of Anhui Agricultural University (2021yjs-32).


Abstract

A novel and convenient method for the highly chemoselective synthesis of β-hydroxysulfides mediated by DMSO is reported. This eco-friendly reaction was amenable to a broad range of substrates and provided the desired β-hydroxysulfides in moderate to good yields with high selectivity via radical process. Moreover, several pharmaceutical and bioactive molecules were also suitable substrates for this reaction conditions to afford the targeted products in good yields.

Supporting Information



Publikationsverlauf

Eingereicht: 24. November 2021

Angenommen nach Revision: 16. Dezember 2021

Artikel online veröffentlicht:
09. Februar 2022

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