Elemental Sulfur-Mediated Decarboxylative Redox Cyclization ­Reaction: Copper-Catalyzed Synthesis of 2-Substituted Benzo­thiazoles

Author:

Wang Xin1,Li Xiaotong1,Hu Renhe1,Yang Zhao1,Gu Ren1,Ding Sai1,Li Pengyi1,Han Shiqing12

Affiliation:

1. College of Biotechnology and Pharmaceutical Engineering, Nanjing Tech University

2. Key Laboratory of Synthetic Chemistry of Natural Substances, Shanghai Institute of Organic Chemistry

Abstract

A S8-mediated directed decarboxylative redox-cyclization strategy for the synthesis of 2-substituted benzothiazoles from o-iodoanilines, arylacetic acids, and elemental sulfur catalyzed by cheap copper metal has been developed. This reaction is operationally simple, ligand-free, compatible with a wide range of functional groups, and provides the desired products in good to excellent yields. In addition, a gram-scale experiment was carried out to furnish PMX 610, an antitumor drug.

Publisher

Georg Thieme Verlag KG

Subject

Organic Chemistry

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