Journal of the Chemical Society. Perkin transactions I p. 225 - 229 (1983)
Update date:2022-08-05
Topics:
Moron, Jacqueline
Nguyen, Chi Hung
Bisagni, Emile
5H-Furo<3',2':6,7><1>benzopyrano<3,4-c>pyridin-5-ones(pyrido<3,4-c>psoralens) (3) have been obtained by the von Pechmann reaction starting from 6-hydroxy-2,3-dihydrobenzofuran acetates plus 1-benzyl-3-ethoxycarbonylpiperidin-4-one and subsequent dehydrogenation.The synthesis of their 8H-pyrano<3',2':5,6>benzofuro<3,2-c>pyridin-8-one isomers (14) and (17) was achived by two ways using: (i) ring closure of 4-formyl-3-hydroxy-2-methylbenzofuro<3,2-c>pyridine, and (ii) cyclisation of piperidinone O-(4,7-dimethylcoumarin-7-yl)oxime derivatives and aromatization.
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