A Three-Component Reaction of Alkenyl Thianthrenium Salts, Cyclopropanols and Sulfur Dioxide

Xinhua Wang; Chen Guo; Minsi Wei; Qiuping Ding; Jie Wu

doi:10.1021/acs.joc.4c02549

A Three-Component Reaction of Alkenyl Thianthrenium Salts, Cyclopropanols and Sulfur Dioxide

J Org Chem. 2025 Jan 10;90(1):908-912. doi: 10.1021/acs.joc.4c02549. Epub 2024 Dec 31.

Authors

Xinhua Wang¹, Chen Guo¹, Minsi Wei², Qiuping Ding¹, Jie Wu^{2

3

4}

Affiliations

¹ College of Chemistry & Chemical Engineering, Jiangxi Normal University, Nanchang, 330022, China.
² School of Pharmaceutical and Chemical Engineering, Taizhou University, Taizhou, 318000, China.
³ State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai, 200032, China.
⁴ School of Chemistry and Chemical Engineering, Henan Normal University, Xinxiang, 453007, China.

PMID: 39791135
DOI: 10.1021/acs.joc.4c02549

Abstract

A three-component reaction of alkenyl thianthrenium salts, cyclopropan-1-ols and DABCO·(SO₂)₂ under catalyst- and additive-free conditions, is accomplished. This sulfonylation with the insertion of sulfur dioxide works efficiently under very mild conditions, leading to a wide range of 1-substituted vinyl sulfones in moderate to good yields. In this protocol, the scope generality of alkenyl thianthrenium salts and cyclopropyl alcohols is demonstrated.