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Chemoselective Synthesis of Substituted Benzo[ c ]chromen‐6‐ones through Base‐Promoted Reaction of α , β ‐Unsaturated Coumarins and α ‐Cyano Carbonyls
Author(s) -
Alizadeh Abdolali,
Farajpour Behnaz
Publication year - 2021
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.202101490
Subject(s) - aromatization , chemistry , deprotonation , intramolecular force , base (topology) , nucleophilic substitution , aldol reaction , nucleophile , alkyl , organic chemistry , potassium carbonate , aldol condensation , combinatorial chemistry , medicinal chemistry , catalysis , ion , mathematical analysis , mathematics
A general and efficient method for the chemoselective synthesis of benzo[ c ]chromen‐6‐ones has been developed. This involved a base‐promoted nucleophilic substitution/deprotonation/intramolecular aldol condensation/carboxylic acid or alkyl hydrogen carbonate elimination/aromatization reaction of α ‐cyano carbonyls and α , β ‐unsaturated coumarins. Readily available starting materials, green and mild conditions, synthetically useful yields, and operational simplicity are some highlighted advantages of this transformation.