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Updated: May 15, 2025

Efficient Synthesis of Polyfunctionalized Benzenes in Water via Persulfate-promoted Benzannulation of α,β-Unsaturated Compounds and Alkynes
Published on: December 16, 2019
TCT-Mediated and Water-Controlled Synthesis of Benzofuran-3(2H)-ones Bearing a Quaternary Carbon Center via a Radical
Qing Chen1, Zhao Du1, Chuanqi Liu1
1Department of Chemistry, College of Chemistry and Chemical Engineering, China University of Petroleum (East China), Qingdao, Shandong 266580, China.
Abstract:
An efficient and attractive method for the synthesis of valuable benzofuran-3(2H)-one derivatives bearing a quaternary center in one step by employing dimethyl sulfoxide (DMSO) as a dual synthon under metal-free conditions has been developed. In this reaction, DMSO activated by cyanuric chloride (TCT) provides two different units (CH3 and SMe) in the target molecules, and the construction of the quaternary carbon center in the benzofuran-3(2H)-ones can be controlled by the addition of water. Furthermore, the functional group compatibility and synthetic value were demonstrated by scope evaluation and gram-scale experiments. The mechanistic studies show that the reaction may proceed via a radical process.
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