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. 2014 Nov 25;19(12):19253-68.
doi: 10.3390/molecules191219253.

K2CO3-mediated synthesis of functionalised 4-substituted-2-amino-3-cyano-4H-chromenes via Michael-cyclization reactions

Yanyang He  1 , Rong Hu  2 , Rongsheng Tong  3 , Fengqiong Li  4 , Jianyou Shi  5 , Mei Zhang  6
Affiliations

K2CO3-mediated synthesis of functionalised 4-substituted-2-amino-3-cyano-4H-chromenes via Michael-cyclization reactions

Yanyang He et al. Molecules. .

Abstract

An efficient approach for the synthesis of functionalized 4-substituted-2-amino-3-cyano-4H-chromenes moderate to high yields (up to 98%) has been achieved via a tandem K2CO3 catalyzed conjugate addition-cyclization reaction of malononitrile and a range of Knoevenagel adducts previously formed from oxindole, pyrazolone, nitromethane, N,N-dimethylbarbituric acid or indanedione. This methodology differs from the previous classical methods in its simplicity and ready availability of the catalyst.

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Conflict of interest statement

The authors declare no conflict of interest.

Sample Availability: Samples of the compounds are available from the authors.

Figures

Figure 1
Figure 1
Selected examples of pharmacologically active compounds based on 4H-chromene scaffolds.
Scheme 1
Scheme 1
Strategies for the synthesis of substituted 2-amino-3-nitrile-4H-chromenes.
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