Novel syntheses of dihydroxanthyletin and dihydroseselin derivatives

Michele M. Jetter, Ned D. Heindel, Jeffrey D. Laskin

Research output: Contribution to journalArticlepeer-review

10 Scopus citations

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‐2H,8H‐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‐2H,8H‐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.

Original languageEnglish (US)
Pages (from-to)995-997
Number of pages3
JournalJournal of Heterocyclic Chemistry
Volume27
Issue number4
DOIs
StatePublished - 1990

All Science Journal Classification (ASJC) codes

  • Organic Chemistry

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