Synthesis 2016; 48(22): 3924-3930
DOI: 10.1055/s-0035-1562490
paper
© Georg Thieme Verlag Stuttgart · New York

Direct Access to 1,3,5-Trisubstituted 1H-1,2,4-Triazoles from N-Phenylbenzamidines via Copper-Catalyzed Diamination of Aryl Nitriles

Lutao Zhang
a   State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000, P. R. of China
,
Dong Tang
a   State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000, P. R. of China
,
Jing Gao
a   State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000, P. R. of China
,
Jing Wang
a   State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000, P. R. of China
,
Ping Wu
a   State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000, P. R. of China
,
Xu Meng
b   State Key Laboratory for Oxo Synthesis and Selective Oxidation, Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences, Lanzhou 730000, P. R. of China   Email: chbh@lzu.edu.cn
,
Baohua Chen*
a   State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000, P. R. of China
› Author Affiliations
Further Information

Publication History

Received: 11 April 2016

Accepted after revision: 17 May 2016

Publication Date:
28 June 2016 (online)


Abstract

A copper-catalyzed formation of C–N/N–N bonds using N-phenylbenzamidines with aryl nitriles has been developed and affords a route to 1,3,5-trisubstituted 1H-1,2,4-triazoles in moderate to excellent yields. The method is operationally simple and environmentally benign with a large substrate scope available and represents an economical path for numerous C–N/N–N bond formations.

Supporting Information