Synthesis and physical properties of the six furylpyridines

Abstract
The 3-step synthesis of furylpyridines is described, using ethyl pyridinoylacetates as starting materials for 2-furyl compounds and chloroacetylpyridines for 3-furyl isomers. Furthermore, these last compounds were prepared by a convenient new method for 3-substituted furan synthesis. This synthesis starts from bromopyridines and proceeds through the key intermediates (2,2-diethoxyacetyl)pyridines and methyl 2-(x-pyridyl)-4,4-diethoxy-2-methoxy-2-butenoates. The physical properties of the furylpyridines have been determined. Structures and interactions between furan and pyridine rings have been discussed by comparing their uv spectra, basicity constants, and dipole moments with those of phenyl and thienylpyridines.

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