z-logo
Premium
Novel syntheses of dihydroxanthyletin and dihydroseselin derivatives
Author(s) -
Jetter Michele M.,
Heindel Ned D.,
Laskin Jeffrey D.
Publication year - 1990
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570270433
Subject(s) - chemistry , ring (chemistry) , alkylation , coumarin , halide , closure (psychology) , carbon fibers , medicinal chemistry , stereochemistry , organic chemistry , catalysis , materials science , composite number , economics , market economy , composite material
Abstract In a one‐step alkylation, ring‐closure 7‐hydroxycoumarins are condensed in acid media with allyl and homoallyl halides or alcohols to linear 6,7‐dihydro‐2 H ,8 H‐ benzo[1,2–6:5,4‐ b' ]dipyran‐2‐ones. If both carbon‐6 and carbon‐8 are unsubstituted in the original coumarin, cyclization to angular isomers 9,10‐dihydro‐2 H ,8 H ‐benzo[1,2–6:3,4‐ b' ]dipyran‐2‐ones competes. These compounds are higher ring homologs of psoralens and angelicins commonly employed in phototherapy of skin disorders.

This content is not available in your region!

Continue researching here.

Having issues? You can contact us here