Synthesis and photopinacol rearrangement of 1a,9a‐dihydro‐1a,9b‐diphenylphenanthro[9,10‐b]oxirene

Davis Avnir*, Jochanan Blum

*Corresponding author for this work

Research output: Contribution to journalComment/debate

9 Scopus citations

Abstract

The synthesis of the title compound is described. Pinacol reduction of 2,2′‐dibenzoylbiphenyl followed by dehydration of the trans‐diol, so formed, with dimethylformamide dimethyl acetal yielded 55% of the oxirane. Irradiation of the oxide in methylene chloride at 254 nm gave 10,10‐diphenyl‐9‐(10H)phenanthrone as the major photoproduct.

Original languageEnglish
Pages (from-to)1349-1350
Number of pages2
JournalJournal of Heterocyclic Chemistry
Volume17
Issue number6
DOIs
StatePublished - Sep 1980

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