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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 43, 2013 - Issue 11
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Original Articles

Convenient One-Pot Synthesis of Chromone Derivatives and Their Antifungal and Antibacterial Evaluation

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Pages 1549-1556 | Received 22 Nov 2011, Published online: 06 Mar 2013
 

Abstract

A one-pot method for the synthesis of chromone derivatives from the reaction of 2-hydroxyacetophenones with aliphatic or aromatic acid chlorides is reported. Esterification and Baker–Venkataraman rearrangement were promoted by t-BuOK, which was followed directly by acid-catalyzed cyclization in one pot. Some of 2-cyclohexyl- and 2-cyclohexylmethyl-substituted chromones displayed activity against plant pathogenic fungal strains.

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GRAPHICAL ABSTRACT

ACKNOWLEDGMENT

This work was partially supported by the Egyptian Ministry of Higher Education and State for Scientific Research (MHESR) under the ParOwn programe.

Notes

a Indicates isolated yield of analytically pure material.

a Indicates isolated yield of analytically pure material.

b Isolated yield obtained under modified conditions for the cyclisation step (0.2 M H2SO4).

a IC50 values are reported in µg/cm2.

b Compounds 5ec, 5ef, and 5eg did not display activity in the assays up to 42 µg/cm2.

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