124945-58-0Relevant articles and documents
Derivation of Fluorine-Containing Pyridine Dicarboxylates. II. Elaboration at the 4-Position
Chupp, John P.,Molyneaux, John M.
, p. 645 - 653 (2007/10/02)
In response to the bio-activity found in fluorine-containing 4-alkyl-3,5-pyridinedicarboxylates, a series of novel 4-substituted derivatives, not directly available by Hantzsch sequences, were prepared.Starting 4-alkylpyridines, 1, were converted via enamine 2 to materials 3-8.Derivatives 9-16 in turn were derived from aldehyde 3, while acid derivatives 28-36 were prepared from 14.Addition of oxygen, sulfur, and carbenoids effected conversion of 4-allylpyridine 16 to epoxy and cyclopropyl derivative 16-22.A number of neighboring group effects were noted, including those forming the fused-ring systems 23-27.