Synthesis of 5-substituted 4,4-disubstituted 2-cyclohexen-1-ones by electro-generated base promoted Michael addition of 4,4-disubstituted 2,5-cyclohexadien-1-ones

Sigeru Torii, Naoya Hayashi, Manabu Kuroboshi

Research output: Contribution to journalArticlepeer-review

7 Citations (Scopus)

Abstract

5-Substituted 4,4-dialkoxy-2-cyclohexen-1-ones were electro-synthesized from 4,4-disubstituted 2,5-cyclohexadien-1-ones, which were obtained from 1,4-dialkoxybenzene derivatives by electrolysis, by electro-generated base (EG-base)-promoted Michael addition with CH2E2 (E = CO2R, COMe) in moderate to almost quantitative yield. The cyclohexenone derivatives were found to be a good precursor of benzofuranone derivatives through acid-promoted intramolecular lactonization.

Original languageEnglish
Pages (from-to)599-600
Number of pages2
JournalSynlett
Issue number6
DOIs
Publication statusPublished - Jun 1998

ASJC Scopus subject areas

  • Organic Chemistry

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