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Decarboxylative Fluorination of 2-Pyridylacetates
Authors:Ryouta Kawanishi  Lacksany Phongphane  Prof Seiji Iwasa  Prof Kazutaka Shibatomi
Institution:Department of Applied Chemistry and Life Science, Toyohashi University of Technology, 1-1 Hibarigaoka, Tempaku-cho, Toyohashi, 441-8580 Japan
Abstract:Syntheses of substituted pyridines and fluorinated compounds, which are often pharmaceutical targets, are important objectives in organic chemistry. Herein, we found that decarboxylative fluorination of lithium 2-pyridylacetates occur under catalyst-free conditions. The phenomenon can be applied to one-pot transformation of substituted methyl 2-pyridylacetate to 2-(fluoroalkyl)pyridine by decarboxylative fluorination of the intermediate lithium 2-pyridylacetate. This method was also applied to the syntheses of 2-(difluoroalkyl)pyridines.
Keywords:decarboxylation  difluoromethyl group  fluorination  methyl ester  pyridine
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