期刊
SCIENTIFIC REPORTS
卷 12, 期 1, 页码 -出版社
NATURE PORTFOLIO
DOI: 10.1038/s41598-022-16291-3
关键词
-
资金
- Iran National Science Foundation (INSF) [97008523]
This study reports the Candida antarctica lipase B (Novozym 435) catalyzed novel decarboxylative Michael addition in vinylogous carbamate systems for the synthesis of 1,4-benzoxazinone derivatives. The reaction proceeds through Michael addition, ester hydrolysis, and decarboxylation. A possible mechanism involving simultaneous lipase-catalyzed Michael addition and ester hydrolysis is suggested. The reaction demonstrates enzymatic promiscuity by offering formation of complex products through multi-step reactions in a one pot process under mild and facile reaction conditions with moderate to high yields and no side product formation.
The Candida antarctica lipase B (Novozym 435) is found to catalyze a novel decarboxylative Michael addition in vinylogous carbamate systems for the synthesis of 1,4-benzoxazinone derivatives. The reaction goes through Michael addition, ester hydrolysis and decarboxylation. A possible mechanism is suggested, with simultaneous lipase-catalyzed Michael addition and ester hydrolysis. The present methodology offers formation of complex products through multi-step reactions in a one pot process under mild and facile reaction conditions with moderate to high yields (51-90%) and no side product formation. The reaction seems to be is a great example of enzymatic promiscuity.
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