A novel approach to 5,5'-diisopropyl-3,3'-BI-2H-cyclohepta[b]furan-2-one

Noboru Morita, Junya Higashi, Kazuyuki Okada, Taku Shoji, Kozo Toyota, Masataka Watanabe, Masafumi Yasunami, Shigeru Kikuchi, Shunji Ito

Research output: Contribution to journalArticlepeer-review

3 Citations (Scopus)

Abstract

5-Isopropyl-2H-cyclohepta[b]furan-2-one (1) reacted with DMSD to give dimethyl(5-isopropyl-2-oxo-2H-cyclohepta[b] furan-3-yl)sulfonium trifluoromethane-sulfonate(2), which was treated with Et3N to give 5-isopropyl-3-methylthio-2H-cyclohepta[b]furan-2-one (3). Sulfide 3 was oxidized with mCPBA to give sulfoxide 4 and sulfone 5. The salt 6 which comes from the treatment of 4 with Tf2O converted to an unexpected product, 5,5'-diisopropyl-3,3'-bi-2H-cyclohepta[b]furan-2-one(7), thermally.

Original languageEnglish
Pages (from-to)237-240
Number of pages4
JournalHeterocycles
Volume73
Issue numberC
DOIs
Publication statusPublished - 2007

ASJC Scopus subject areas

  • Analytical Chemistry
  • Pharmacology
  • Organic Chemistry

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