3-(3,4-Dihydroxyphenyl)-8-hydroxy-2H-chromen-2-one

We report a novel protocol for the synthesis of 3-(3,4-dihydroxyphenyl)-8-hydroxy-2H-chromen-2-one via demethylation/delactonization/elimination/lactonization/ decarboxylation domino reaction sequence of diastereomeric mixture of cis- and trans-3-(2,3-dimethoxyphenyl)-6,7-dimethoxy-1-oxoisochroman-4...

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Bibliographic Details
Main Authors: Ivan Svinyarov, Milen Bogdanov
Format: Article
Language:English
Published: MDPI AG 2015-10-01
Series:Molbank
Subjects:
Online Access:http://www.mdpi.com/1422-8599/2015/4/M870
Description
Summary:We report a novel protocol for the synthesis of 3-(3,4-dihydroxyphenyl)-8-hydroxy-2H-chromen-2-one via demethylation/delactonization/elimination/lactonization/ decarboxylation domino reaction sequence of diastereomeric mixture of cis- and trans-3-(2,3-dimethoxyphenyl)-6,7-dimethoxy-1-oxoisochroman-4-carboxylic acids in boiling HBr/AcOH. The structure of the target compound was established for the first time by means of spectral methods such as 1H-, 13C-, DEPT-135-NMR, IR and HRMS.
ISSN:1422-8599