K2CO3-Mediated Synthesis of Functionalised 4-Substituted-2-amino-3-cyano-4H-chromenes via Michael-Cyclization Reactions

Molecules

Yanyang He²  Rong Hu²  Rongsheng Tong¹  Fengqiong Li²  Jianyou Shi¹  Mei Zhang² 

[1] Pharmaceutical Department of Sichuan Academy of Medical Sciences, Sichuan Provincial People’s Hospital, Chengdu 610072, China; E-Mail:;Key Laboratory of Standardization of Chinese Herbal Medicines of Ministry of Education, State Key Laboratory Breeding Base of Systematic Research, Development and Utilization of Chinese Medicine Resources, School of Pharmacy, Chengdu University of Traditional Chinese Medicine, Chengdu 611137, China; E-Mails:

关键词: 2-amino-4H-chromenes;    Michael-cyclization;    malononitrile;    K₂CO₃;    Knoevenagel adducts;    cascade reaction;   

DOI  :  10.3390/molecules191219253

来源: mdpi

【 摘 要 】

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.

【 授权许可】

CC BY   
© 2014 by the authors; licensee MDPI, Basel, Switzerland.