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
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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.