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Published on: August 1, 2018
Tandem four-component reaction for efficient synthesis of dihydrothiophene with substituted amino acid ethyl esters
Jing Sun1, Yu Zhang1, Chao-Guo Yan1
1College of Chemistry & Chemical Engineering, Yangzhou University Yangzhou 225002 China cgyan@yzu.edu.cn.
Abstract:
The one-pot four-component reaction of aromatic aldehydes, malononitrile, 1,3-thiazolidinedione and ethyl glycinate hydrochloride in ethanol in the presence of triethylamine afforded trans-dihydrothiophene ureidoformamide derivatives in moderate to good yields. The other α-amino acid ethyl esters resulted in the corresponding diastereoisomeric dihydrothiophene derivatives with various molecular ratios. The functionalized thiophene derivatives were also successfully prepared by sequential dehydrogenation reaction with DDQ.
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