PIERRE RIBEREAU and GUY QUEGUINER. Can. J. Chem. 61, 334 (1983). The 3-step synthesis of furylpyridines is described, using ethyl pyridinoylacetates as starting materials for 2-fury1 compounds and chloroacetylpyridines for 3-furyl isomers. Furthermore, thcsc 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-(.r-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 thienylpyriclines.
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