Use of 4-cyanocoumarins as dienophiles in a facile synthesis of highly substituted dibenzopyranones.
A new synthesis of dibenzopyranones 14 is reported via the Diels-Alder cycloaddition of 4-cyanocoumarins 12 with 1-silyloxydienes 10 to give the adducts 13 which are then converted into 14 in one step via treatment with base and loss of the cyano and silyloxy groups.
Jung
Michael E
ME
Department of Chemistry and Biochemistry, University of California, Los Angeles, California 90095, USA.
Allen
Damian A
DA
D000475:Alkenes / Q000737:chemistry; D001578:Benzopyrans / Q000138:chemical synthesis* / Q000737:chemistry; D003374:Coumarins / Q000737:chemistry*; D003500:Cyclization; D015394:Molecular Structure
D000475:Alkenes; D001578:Benzopyrans; D003374:Coumarins