A new method for the generation and cyclization of iminyl radicals via the Hudson reaction

Xichen Lin, Didier Stien, Steven M. Weinreb

Research output: Contribution to journalArticle

44 Scopus citations

Abstract

(Matrix presented) A mild new synthetic procedure has been developed for in situ generation and cyclization of iminyl radicals onto pendant alkenes, followed by functionalization of the resulting carbon radical by one of a variety of trapping reagents. The key process in the method involves production of the iminyl radical via treatment of an aldoxime or ketoxime with readily available 2,6-dimethylbenzenesulfinyl chloride at -50°C to room temperature (Hudson reaction).

Original languageEnglish (US)
Pages (from-to)637-639
Number of pages3
JournalOrganic Letters
Volume1
Issue number4
StatePublished - Aug 26 1999

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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