N-Trifluoromethylthiolated Sulfoximines

Org Lett. 2015 Jun 19;17(12):3011-3. doi: 10.1021/acs.orglett.5b01384. Epub 2015 Jun 1.

Abstract

Air- and moisture-stable N-trifluoromethylthio sulfoximines have been prepared from N-H-sulfoximines via the corresponding N-Br derivatives in excellent yields. The two-step process starts with an easy-to-perform bromination at the sulfoximine nitrogen, followed by a reaction with silver trifluoromethanethiolate. A one-pot reaction sequence allows difficult to prepare products to be obtained.

MeSH terms

  • Catalysis
  • Halogenation
  • Mesylates / chemistry*
  • Methionine Sulfoximine / chemistry*
  • Molecular Structure
  • Nitrogen / chemistry*
  • Stereoisomerism

Substances

  • Mesylates
  • Methionine Sulfoximine
  • trifluoromethanesulfonic acid
  • Nitrogen