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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

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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.

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Authors and Affiliations

  1. Zhejiang Pharmaceutical College, 315100, Ningbo, China

    Wei Chen

  2. Ningbo No. 2 Hospital, 315100, Ningbo, China

    Xiao-Yan Lu

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  1. Wei Chen
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  2. Xiao-Yan Lu
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Correspondence to Xiao-Yan Lu.

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Chen, W., Lu, XY. Efficient method for the synthesis of polysubstituted 2,6-dicyanoanilines by one-pot three-component tandem reaction of malononitrile with α,β-unsaturated imines. Chem. Pap. 69, 1016–1020 (2015). https://doi.org/10.1515/chempap-2015-0098

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  • DOI: https://doi.org/10.1515/chempap-2015-0098

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