Synthesis and physical properties of the six furylpyridines
- 1 February 1983
- journal article
- research article
- Published by Canadian Science Publishing in Canadian Journal of Chemistry
- Vol. 61 (2) , 334-342
- https://doi.org/10.1139/v83-060
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.This publication has 2 references indexed in Scilit:
- Ester enolate Claisen rearrangement. Construction of the prostanoid skeletonThe Journal of Organic Chemistry, 1976
- Chapter 10 Nuphar AlkaloidsThe Alkaloids: Chemistry and Physiology, 1967