Double duty for cyanogen bromide in a cascade synthesis of cyanoepoxides

Research output: Contribution to journalArticle

15 Scopus citations

Abstract

An unprecedented reaction mode of cyanogen bromide has been discovered. Under basic conditions, cyanogen bromide acts as an equivalent of both Br + and CN- to convert enolizable ketones into the corresponding cyanoepoxides in good yields. This unique reaction mode provides new, one-pot access to densely substituted cyanoepoxides from easily available ketones (see scheme).

Original languageEnglish (US)
Pages (from-to)2808-2810
Number of pages3
JournalAngewandte Chemie - International Edition
Volume50
Issue number12
DOIs
StatePublished - Mar 14 2011
Externally publishedYes

Keywords

  • cascade reactions
  • cyanoepoxides
  • cyanogen bromide
  • synthetic methods

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

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