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  5. One-Pot Synthesis of Tricyclic Benzoxazines and Benzoxazepine by Heterogeneous Biochemo Multienzyme Cascade Reaction

One-Pot Synthesis of Tricyclic Benzoxazines and Benzoxazepine by Heterogeneous Biochemo Multienzyme Cascade Reaction

Author(s)
Capecchi, Eliana  
Tomaino, Elisabetta  
Bizzarri, Bruno Mattia  
Saladino, Raffaele  
Date Issued
2025
Type
article
Volume
90
Issue
17
Start Page
5805
End Page
5812
DOI
10.1021/acs.joc.4c02868
Journal
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY  
Abstract
Benzoxazine and benzoxazepine derivatives with tricyclic five-, six-, and seven-membered lactone and lactam rings were synthesized in one-pot conditions by using biochemo multienzyme cascade of lipase M and tyrosinase. The reaction involves tyrosinase-mediated ortho-hydroxylation of the phenolic moiety, followed by 1,6-Michael addition and tandem intramolecular ring closure. The method achieves high atom economy, minimizes purification steps, and provides a sustainable alternative to conventional multistep syntheses. Enzymes showed excellent reusability, further enhancing the green approach.
Handle
http://hdl.handle.net/2067/53865
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One-Pot Synthesis of Tricyclic Benzoxazines and Benzoxazepine by.pdf

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4.99 MB

Format

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