Phenoxydifluoromethyl substituted nitrogen heterocycles. Synthesis and heterocyclization reactions of ethyl 4,4-difluoro- 4-phenoxyacetoacetate

Molecules. 2004 Feb 28;9(3):164-9. doi: 10.3390/90300164.

Abstract

Ethyl 4,4-difluoro-4-phenoxyacetoacetate was obtained and studied as a precursor to new heterocyclic compounds. 6-Hydroxypyrimidine, 1,3-dihydro-1,5- benzodiazepin-2-one, quinolin-2-one and 6-hydroxypyrazolo[3,4-b]pyridine derivatives containing phenoxydifluoromethyl groups were synthesized. These results make it possible to introduce aryloxydifluoromethyl substituents for the design of biologically active heterocycles.

MeSH terms

  • Acetoacetates / chemical synthesis*
  • Acetoacetates / chemistry
  • Cyclization
  • Heterocyclic Compounds / chemical synthesis
  • Heterocyclic Compounds / chemistry*
  • Nitrogen / chemistry

Substances

  • Acetoacetates
  • Heterocyclic Compounds
  • ethyl 4,4-difluoro- 4-phenoxyacetoacetate
  • Nitrogen