Transition-metal-free decarboxylative halogenation of 2-picolinic acids with dihalomethane under oxygen conditions?

Green Chemistry Pub Date: 2019-09-09 DOI: 10.1039/C9GC02407G

Abstract

A convenient and efficient method for the synthesis of 2-halogen-substituted pyridines is described. The decarboxylative halogenation of 2-picolinic acids with dihalomethane proceeded smoothly via N-chlorocarbene intermediates to afford 2-halogen-substituted pyridines in satisfactory to excellent yields under transition-metal-free conditions. This new type of decarboxylative halogenation is operationally simple and exhibits high functional-group tolerance.

Graphical abstract: Transition-metal-free decarboxylative halogenation of 2-picolinic acids with dihalomethane under oxygen conditions
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