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Laccase from Basidiomycetous Fungus Catalyzes the Synthesis of Substituted 5‐Deaza‐10‐oxaflavins via a Domino Reaction
Author(s) -
Kidwai Mazaahir,
Poddar Roona,
Diwaniyan Sarika,
Kuhad Ramesh Chander
Publication year - 2009
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.200800611
Subject(s) - chemistry , dimedone , catechol , barbituric acid , cascade reaction , redox , laccase , domino , cofactor , organic chemistry , condensation reaction , combinatorial chemistry , catalysis , enzyme
The present investigation provides a simple and convenient route for the synthesis of substituted 5‐deaza‐10‐oxaflavins owing to their importance as probable redox coenzymes. The reaction of α,β‐unsaturated derivatives of barbituric acid and dimedone with catechol or 1,4‐hydroquinones was catalyzed using laccase in aqueous medium. Quinones, generated in situ by the oxidation of the corresponding catechol or 1,4‐hydroquinones, underwent a domino reaction with chalcones to produce 5‐deaza‐10‐oxaflavins and tetrahydroxanthen‐1‐ones.