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Efficient method for the synthesis of polysubstituted 2,6-dicyanoanilines by one-pot three-component tandem reaction of malononitrile with α,β-unsaturated imines

Wei Chen and Xiao-Yan Lu

Zhejiang Pharmaceutical College

 

E-mail: xiaoyanlu@163.com

Abstract: A facile and efficient one-pot synthesis of polysubstituted benzenes was achieved via the Michael addition of malononitrile with α,β-unsaturated imines and a sequential tandem reaction. This reaction generates polysubstituted 2,6-dicyanoanilines in high yields (15 examples, isolated yields of 57-91 %), and proceeds under mild reaction conditions (60°C, 10 min). In addition, a possible mechanism accounting for the reaction is proposed.

Keywords: 2,6-dicyanoanilines – one-pot – tandem reaction – malononitrile – α,β-unsaturated imines

Full paper is available at www.springerlink.com.

DOI: 10.1515/chempap-2015-0098

 

Chemical Papers 69 (7) 1016–1020 (2015)

Wednesday, February 21, 2024

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