Alkylidenecarbene insertion into a nitrogen lone pair: An unexpected synthesis of dihydropyrroles from alkynyliodonium salts

Ken S. Feldman, Pamela A. Mingo, Paul C.D. Hawkins

Research output: Contribution to journalArticlepeer-review

19 Scopus citations

Abstract

A novel intramolecular reaction between an alkylidenecarbene and the lone pair of electrons on a carbamate's nitrogen is described. The reaction occurs preferentially over an available 1,5 C-H insertion and gives substituted dihydropyrroles upon workup.

Original languageEnglish (US)
Pages (from-to)1283-1294
Number of pages12
JournalHeterocycles
Volume51
Issue number6
DOIs
StatePublished - Jun 1 1999

All Science Journal Classification (ASJC) codes

  • Analytical Chemistry
  • Pharmacology
  • Organic Chemistry

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