Regiocontrolled synthesis of polysubstituted pyrroles starting from terminal alkynes, sulfonyl azides, and allenes

Tomoya Miura, Kentaro Hiraga, Tsuneaki Biyajima, Takayuki Nakamuro, Masahiro Murakami

Research output: Contribution to journalArticlepeer-review

115 Citations (Scopus)

Abstract

1-Sulfonyl-1,2,3-triazoles, readily prepared from terminal alkynes and sulfonyl azides, react with allenes in the presence of a nickel(0) catalyst to produce the corresponding isopyrroles. The initially produced isopyrroles are further converted to a wide range of polysubstituted pyrroles through double bond transposition and Alder-ene reactions.

Original languageEnglish
Pages (from-to)3298-3301
Number of pages4
JournalOrganic Letters
Volume15
Issue number13
DOIs
Publication statusPublished - Jul 5 2013
Externally publishedYes

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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