Nickel-catalyzed synthesis of 1,3,5-trisubstituted hydantoins from acrylates and isocyanates

Tomoya Miura, Yusuke Mikano, Masahiro Murakami

Research output: Contribution to journalArticlepeer-review

26 Citations (Scopus)

Abstract

One molecule of acrylate reacts with two molecules of isocyanate in the presence of a nickel(0)/SIPr catalyst to give a 1,3,5-trisubstituted hydantoin. Two processes operate in sequence, the first, regioselective formation of N-substituted fumaramate from acrylate and isocyanate and, the second, ring closure of the fumaramate with incorporation of another molecule of isocyanate.

Original languageEnglish
Pages (from-to)3560-3563
Number of pages4
JournalOrganic Letters
Volume13
Issue number14
DOIs
Publication statusPublished - Jul 15 2011
Externally publishedYes

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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