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Short Paper | Regular issue | Vol 102, No. 7, 2021, pp.1385-1394
Published online, 20th May, 2021
DOI: 10.3987/COM-21-14431
Direct Construction of 9-Amino-7-aryl-6H-benzo[c]chromene-8,10-dicarbonitriles by Means of a Cascade Michael/Cyclization Reaction

Dao-Cal Wang,* Yi Luo, Xi-Xia Chen, and Xiao-Peng Liu*

*Hubei Key Laboratory of Biologic Resources Protection and Utilization, School of Biological Science and Technology, Hubei Minzu University, Enshi 445000, China

Abstract

An easy and practical synthesis method was developed for the preparation of potentially biologically active 9-amino-7-aryl-6H-benzo[c]chromene-8,10-dicarbonitriles. Starting from chroman-4-one derivatives, aldehydes and malononitrile, the one-pot three-component reaction went on smoothly in the presence of DBU at 60 °C for 32 hours using tetrahydrofuran as solvent. More diverse 9-amino-7-aryl-6H-benzo[c]chromene-8,10-dicarbonitriles were synthesized and separated in good yields. The outstanding advantages of this demonstrated method mainly reflects in the easy access to starting materials, high atom economical manner, simple operation steps and wide applicability.