"Reported, but still unknown." A closer look into 3,4-bis- and 3,4,5-tris(trifluoromethyl)pyrazoles

J Org Chem. 2012 Jan 6;77(1):47-56. doi: 10.1021/jo202305c. Epub 2011 Dec 21.

Abstract

Straightforward practical synthetic approaches to 3,4-bis- and 3,4,5-tris(trifluoromethyl)pyrazoles have been developed. The key step of the both syntheses is a transformation of the carboxylic group in a pyrazole core into the trifluoromethyl group by sulfur tetrafluoride. The elaborated synthetic protocols allow gram-scale preparation of the target products. The obtained compounds are comprehensively characterized by means of crystallographic analysis, determination of pK(a) values and fluorescence measurements.

MeSH terms

  • Crystallography, X-Ray
  • Hydrocarbons, Fluorinated
  • Molecular Structure
  • Pyrazoles / chemistry*

Substances

  • 3,4,5-tris(trifluoromethyl)pyrazole
  • 3,4-tris(difluoromethyl)pyrazole
  • Hydrocarbons, Fluorinated
  • Pyrazoles