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DDQ-Promoted C-S Bond Formation: Synthesis of 2-Aminobenzothiazole Derivatives under Transition-Metal-, Ligand-, and Base-Free Conditions

Rui Wang*, Wen-juan Yang, Liang Yue, Wei Pan, Hong-yao Zeng

*School of Pharmacy & Bioengineering, Chongqing University of Technology, Chongqing 400054, P. R. of China, Email: wangrx1022163.com

R. Wang, W.-j. Yang, L. Yue, W. Pan, H.-y. Zeng, Synlett, 2012, 23, 1643-1648.

DOI: 10.1055/s-0031-1291159


Abstract

A transition-metal-free, DDQ-mediated method enables the intramolecular S-arylation of o-halobenzothiaoureas to yield 2-aminobenzothiazole derivatives. The reactions are performed at room temperature under base-free conditions with very good yields.

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Key Words

2-aminobenzothiazoles, benzothiazoles, transition-metal-free, ligand-free, DDQ, S-arylation


ID: J60-Y2012-2170