Palladium-catalyzed intramolecular carboborylation of 1,3-diene and synthesis of ABCD ring of communesins

• Tsukano, Chihiro

  Graduate School of Pharmaceutical Sciences, Kyoto University

• Nakajima, Motoyuki

  Graduate School of Pharmaceutical Sciences, Kyoto University

• Hande, M. Sudhir

  Graduate School of Pharmaceutical Sciences, Kyoto University

• Takemoto, Yoshiji

  Graduate School of Pharmaceutical Sciences, Kyoto University

Abstract

A palladium-catalyzed intramolecular carboborylation of 1, 3-diene has been developed for the synthesis of iminoindolines with a quaternary carbon centre. This method was applied to a substrate bearing several functional groups to afford a complex iminoindoline, which was subsequently converted into an ABCD ring model compound of communesins via an intramolecular Friedel–Crafts-type reaction.

Journal

• Organic & Biomolecular Chemistry

  Organic & Biomolecular Chemistry 17 (7), 1731-1735, 2019-02-21

  Royal Society of Chemistry (RSC)

Details

• CRID: 1050282814244467456
• NII Article ID: 120006708208
• ISSN: 14770520
• ISSN: 14770539
• DOI: 10.1039/c8ob02224k
• HANDLE: 2433/243175
• Web Site: http://pubs.rsc.org/en/content/articlepdf/2019/OB/C8OB02224K
• Text Lang: en
• Article Type: journal article
• Data Source:
  • IRDB
  • Crossref
  • CiNii Articles
  • KAKEN