4.6 Article

Lipase-catalyzed one-pot four-component reaction in water: green construction of substituted 2,3-dihydrothiophenes

Journal

NEW JOURNAL OF CHEMISTRY
Volume 47, Issue 44, Pages 20316-20321

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/d3nj03722c

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A green and efficient method for the construction of functionalized 2,3-dihydrothiophene derivatives in water was reported. Novozym 435 demonstrated remarkable catalytic activity in the four-component reaction of aldehydes, malonitrile or ethyl cyanoacetate, 1,3-thiazolidinedione, and amines, resulting in excellent product yields. Furthermore, the catalyst could be reused for multiple cycles.
A green and efficient method for the construction of functionalized 2,3-dihydrothiophene derivatives in water was reported. In this work, Novozym 435 acted as a remarkable biocatalyst in catalyzing the four-component reaction of aldehydes, malonitrile or ethyl cyanoacetate, 1,3-thiazolidinedione, and amines under mild conditions. Excellent yields (85-95%) of all the corresponding products could be obtained in reasonable reaction time. Moreover, Novozym 435 could be reused for six cycles with a yield of at least 80%. The rationality of this multicomponent reaction mechanism was also verified via control experiments. A green and efficient method for the construction of functionalized 2,3-dihydrothiophene derivatives in water was reported.

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