Synthesis of some 3-Hydroxy-5-pyridylpyrrole derivatives

Autor:	John C. Payne, G. M. Shutske, E. Campaigne
Rok vydání:	1977
Předmět:	Chemistry Organic Chemistry Polymer chemistry Organic chemistry Ethyl glycinate Adduct
Zdroj:	Journal of Heterocyclic Chemistry. 14:329-331
ISSN:	1943-5193 0022-152X
DOI:	10.1002/jhet.5570140235
Popis:	Ethyl sarcosinate adds to 2, −3- and 4-pyridylmethylidenemalonates to produce the Michael adducts, which can be conveniently cyclized to oxopyrrolidine diesters under Dieckmann conditions. Mild oxidation converted the crude adducts to the isomeric 1-methyl-3-hydroxy-5-pyridylpyrrole-2,4-dicarboxylates. Addition of ethyl glycinate to ethyl picolinoylacetate or ethyl nicotinoylacetate produced the corresponding enaminoesters, but these azadiesters were not cyclized under the usual Dieckmann conditions.
Databáze:	OpenAIRE
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