Synthesis of Oxygen-Containing Heterocyclic Compounds by Iron-Catalyzed Alkylative Cyclization of Unsaturated Carboxylic Acids and Alcohols

Masayuki Iwasaki, Yasuki Kazao, Takumi Ishida, Yasushi Nishihara

Research output: Contribution to journalArticlepeer-review

Abstract

Iron-catalyzed alkylative cyclization of alkenes bearing oxygen nucleophiles with secondary and tertiary alkyl bromides through carbon-carbon and carbon-oxygen bond formations has been developed. A broad substrate scope is an attractive feature of this synthetic method, providing a variety of potentially bioactive five- A nd six-membered oxygen-containing heterocycles. The reaction pathway is proposed to involve a radical addition of the in situ-formed alkyl radical to an alkene followed by carbon-oxygen bond-forming intramolecular cyclization.

Original languageEnglish
Pages (from-to)7343-7347
Number of pages5
JournalOrganic Letters
Volume22
Issue number18
DOIs
Publication statusPublished - Sep 18 2020

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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