Oxidant- and Catalyst-Free Synthesis of Sulfonated Benzothiophenes via Electrooxidative Tandem Cyclization
Dong Zhang, Jinlin Cai, Jinze Du, Xujia Wang, Wei He, Zhao Yang, Chengkou Liu, Zheng Fang, Kai Guo
Abstract
A green and practical electrochemical method for the synthesis of C-3-sulfonated benzothiophenes from 2-alkynylthioanisoles and sodium sulfinates was developed under oxidant- and catalyst-free conditions. Moderate to good yields of sulfonated benzothiophenes bearing important and useful functional groups have been achieved at a constant current. Preliminary mechanistic studies indicated a tandem radical addition-cyclization pathway. Moreover, the protocol is easy to scale up and exhibits good reaction efficiency.
Topics & Concepts
ChemistryTandemCatalysisElectrochemistryCascade reactionCombinatorial chemistryOrganic chemistryElectrodePhysical chemistryComposite materialMaterials scienceSulfur-Based Synthesis TechniquesRadical Photochemical ReactionsCyberloafing and Workplace Behavior