Efficient synthesis and first regioselective C-3 direct arylation of imidazo[1,2-b]pyrazoles

Chemistry. 2012 Nov 19;18(47):14943-7. doi: 10.1002/chem.201202593. Epub 2012 Oct 19.

Abstract

Highly regioselective: An efficient synthesis of the imidazo[1,2-b]pyrazole core has been developed, and the first regioselective palladium-catalyzed direct arylation of the C-3 position is described (see scheme). Good to excellent yields were obtained for a wide range of aryl partners with electron-rich and electron-poor substituents. This methodology allows rapid access to a large variety of imidazo[1,2-b]pyrazole products and could open the way to the design of new biologically active compounds.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Molecular Structure
  • Organometallic Compounds / chemistry
  • Palladium / chemistry
  • Pyrazoles / chemical synthesis*
  • Pyrazoles / chemistry*
  • Stereoisomerism

Substances

  • Organometallic Compounds
  • Pyrazoles
  • Palladium