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Paper | Regular issue | Vol 104, No. 4, 2022, pp.723-738
Published online, 28th January, 2022
DOI: 10.3987/COM-21-14608
Mechano-Biocatalytic Rapid Synthesis of 2-Amino-3-cyano-4H-pyran Derivatives

Ling Jiang, Qingqing Lu, Jingwen Dong, and Xiaohe Chu*

*Collaborative Innovation Center of Yangtze River Delta Region Green Pharmaceuticals, Zhejiang University of Technology, Chaowang Road 18, Xiacheng District, Hangzhou, China

Abstract

A series of 2-amino-3-cyano-4H-pyrans 4a-4s and 5a-5r were synthesized in good to excellent yields via a simple one-pot reaction. The facile method depended on one-pot three-component reaction of aromatic aldehyde, malononitrile and dimedone or 3-(dimethylamino)phenol in the presence of bovine serum albumin (BSA) as the catalyst under ball-milling conditions. The reactions were completed in 40 min in 80-98% yields. The synthesized compounds were characterized by 1H NMR, 13C NMR and ESI-MS.