An Aqueous Three‐Component Reaction of Cyclopropanols, DABCO ⋅ (SO2)2 and Diaryliodonium salts

Author:

Qiu Yanjie1,Yao Jiating1,Xia Hongguang2,Zhu Chumeng1,Ye Shengqing1,Wu Jie134ORCID,Chen Qi1

Affiliation:

1. Taizhou Central Hospital (Taizhou University Hospital) & School of Pharmaceutical and Chemical Engineering Taizhou University Taizhou 318000 People's Republic of China

2. Department of Biochemistry & Research Center of Clinical Pharmacy of the First Affiliated Hospital Zhejiang University School of medicine Hangzhou 310058 People's Republic of China

3. State Key Laboratory of Organometallic Chemistry Shanghai Institute of Organic Chemistry Chinese Academy of Sciences 345 Lingling Road Shanghai 200032 People's Republic of China

4. School of Chemistry and Chemical Engineering Henan Normal University

Abstract

AbstractAn additive‐ and external oxidant‐free reaction of cyclopropanols, DABCO ⋅ (SO2)2 and diaryliodonium salts in aqueous phase is described. This reaction proceeds under mild reaction conditions, affording bioactive aryl substituted γ‐keto sulfones in 36%‐90% yields with good functional group tolerance. This reaction proceeds through a γ‐keto sulfinate intermediate, which undergoes a nucleophilic reaction with diaryliodonium salts, giving rise to corresponding aryl substituted γ‐keto sulfones.

Funder

National Natural Science Foundation of China

Natural Science Foundation of Zhejiang Province

Publisher

Wiley

Subject

Organic Chemistry,Catalysis

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