Synthesis 2016; 48(05): 687-696
DOI: 10.1055/s-0035-1560395
paper
© Georg Thieme Verlag Stuttgart · New York

Metal-Free Oxidative Deamination Cross-Coupling of Imidazo­heterocycles with 2-Aminobenzothiazoles

Xiao-Ming Ji
a   Department of Applied Chemistry, College of Materials and Energy, South China Agricultural University, Guangzhou 510642, P. R. of China
b   College of Chemistry and Materials Engineering, Wenzhou University, Wenzhou 325035, P. R. of China   Email: rytang@scau.edu.cn
,
Li Xu
a   Department of Applied Chemistry, College of Materials and Energy, South China Agricultural University, Guangzhou 510642, P. R. of China
,
Yun Yan
a   Department of Applied Chemistry, College of Materials and Energy, South China Agricultural University, Guangzhou 510642, P. R. of China
,
Fan Chen
b   College of Chemistry and Materials Engineering, Wenzhou University, Wenzhou 325035, P. R. of China   Email: rytang@scau.edu.cn
,
Ri-Yuan Tang*
a   Department of Applied Chemistry, College of Materials and Energy, South China Agricultural University, Guangzhou 510642, P. R. of China
› Author Affiliations
Further Information

Publication History

Received: 22 October 2015

Accepted after revision: 11 December 2015

Publication Date:
05 January 2016 (online)


Abstract

A metal-free oxidative deamination–cross-coupling of imidazoheterocycles with 2-aminobenzothiazoles in the presence of tert-butyl nitrite is reported for the first time. This simple protocol tolerates a wide range of functional groups to afford various benzothiazole–imidazoheterocycles in moderate to excellent yields, with the release of nitrogen and water as benign byproducts.

Supporting Information