Reaction of 2a,8b-Dihydrobenzo[<i>b</i>]cyclobute[<i>d</i>]pyran-3-ones with Dimethylsulfoxonium Methylide

• Tanaka Toru

  Kyoto Pharmaceutical University

• Nagahama Masaki

  Kyoto Pharmaceutical University

• Yadav Navnath Dnyanoba

  Kyoto Pharmaceutical University

• Iwasaki Hiroki

  Kyoto Pharmaceutical University

• Ozeki Minoru

  Kyoto Pharmaceutical University

• Kojima Naoto

  Kyoto Pharmaceutical University

• Yamashita Masayuki

  Kyoto Pharmaceutical University

Bibliographic Information

Other Title

• Reaction of 2a,8b-Dihydrobenzo[b]cyclobute[d]pyran-3-ones with Dimethylsulfoxonium Methylide

Abstract

Using dimethylsulfoxonium methylide as the methylene transfer reagent, 2a,8b-dihydrobenzo[b]cyclobute[d]pyran-3-ones were converted into 2,2′-biphenol derivatives as major products and dihydrodibenzofurans as minor products. The reaction mechanism was extrapolated from a deuteration experiment with CD₂=S(O)(CD₃)₂.

Journal

• Chemical and Pharmaceutical Bulletin

  Chemical and Pharmaceutical Bulletin 64 (7), 1056-1061, 2016

  The Pharmaceutical Society of Japan

Keywords

• cyclobutene
• ylide
• ring opening
• 2,2′-biphenol

Details

• CRID: 1390282679155585408
• NII Article ID: 130005160051
• NII Book ID: AA00602100
• DOI: 10.1248/cpb.c16-00303
• ISSN: 13475223
• ISSN: 00092363
• NDL BIB ID: 027451953
• PubMed: 27373667
• Web Site: https://ndlsearch.ndl.go.jp/books/R000000004-I027451953
• Web Site: https://www.jstage.jst.go.jp/article/cpb/64/7/64_c16-00303/_pdf
• Text Lang: en
• Data Source:
  • JaLC
  • NDL
  • Crossref
  • PubMed
  • CiNii Articles
  • KAKEN
• Abstract License Flag: Disallowed