Tetrahedron Letters p. 6661 - 6664 (1999)
Update date:2022-08-30
Topics:
Yu, Chu-Yi
Taylor, David L.
Meth-Cohn, Otto
2-Fluoro- and 2,6-difluoropyridine are readily quaternised with methyl p-toluenesulfonate and methyl triflate respectively. These salts readily undergo substitution of fluorine by enamines, the difluoro-derivatives being capable of specific mono- or disubstitution in a symmetrical or unsymmetrical manner. The products reduced to give keto-1, 2, 3, 6-tetrahydropyridines, can be hydrosed to the corresponding ketopyridines or hydrogenated to give ketopiperidines.
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