Effects of 3-substituents upon orientation in the 1,3-dipolar cyclo-addition reaction between 3-substituted pyridine N-imides and ethyl propiolate: syntheses of ethyl 4- and 6-substituted pyrazolo[1,5-a]-pyridine-3-carboxylates
- 1 January 1975
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- No. 5,p. 406-409
- https://doi.org/10.1039/p19750000406
Abstract
Quantitative data are presented relating to the effects of a series of 3-substituents upon orientation in the formation of ethyl pyrazolo[1,5-a]pyridine-3-carboxylates by a 1,3-dipolar cycloaddition reaction between 3-substituted pyridine N-imides and ethyl propiolate. The observed regioselectivity is discussed in terms of electronic and steric factors as well as hydrogen-bond formation.Keywords
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