Synthesis of substituted anilinesviaa gold-catalyzed three-component reaction

Hirofumi Ueda, Ryota Yamamoto, Minami Yamaguchi, Hidetoshi Tokuyama

Research output: Contribution to journalArticlepeer-review

Abstract

A three-component reaction for the synthesis of substituted anilines by a gold(i)-catalyzed domino reaction was developed. Cationic gold catalysts selectively and sequentially activated two different alkynes, which were involved in pyrrole synthesis and subsequent Diels-Alder reaction. The sequential formal (3 + 2) annulation/Diels-Alder reaction of three components provided a variety of substituted anilines in a modular fashion. Moreover, utility of the aniline products was demonstrated by derivatization to substituted benzoxazines, which are pharmaceutically important heterocycles.

Original languageEnglish
Pages (from-to)765-769
Number of pages5
JournalOrganic and Biomolecular Chemistry
Volume19
Issue number4
DOIs
Publication statusPublished - 2021 Jan 28

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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