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Issue 3, 2018
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Hydroxyl directed C-arylation: synthesis of 3-hydroxyflavones and 2-phenyl-3-hydroxy pyran-4-ones under transition-metal free conditions

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Abstract

An efficient, transition-metal free and direct C-arylation of 3-hydroxychromone moieties in the presence of a base, air as an oxidant and arylhydrazines as arylating agents to furnish highly biologically active flavonols or 3-hydroxyflavones has been developed. We have further extended our methodology for the C-arylation of the 5-hydroxy pyran-4-one moiety. The role of the free hydroxyl group towards C-arylation has been delineated.

Graphical abstract: Hydroxyl directed C-arylation: synthesis of 3-hydroxyflavones and 2-phenyl-3-hydroxy pyran-4-ones under transition-metal free conditions

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Article information


Submitted
02 Aug 2017
Accepted
12 Dec 2017
First published
12 Dec 2017

Org. Biomol. Chem., 2018,16, 444-451
Article type
Paper

Hydroxyl directed C-arylation: synthesis of 3-hydroxyflavones and 2-phenyl-3-hydroxy pyran-4-ones under transition-metal free conditions

S. Paul and A. K. Bhattacharya, Org. Biomol. Chem., 2018, 16, 444
DOI: 10.1039/C7OB01929G

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