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Amide and thioamide of cyanoacetic acid in АdNE type reactions with 2-halopyridinium salts
A mixture of pyridine-2-thiones and 2-amino-1-cyanoindolizines was obtained by condensation of N -[(alkoxycarbonyl)methyl]- or N -[(aroyl)-methyl]-2-chloro(bromo)pyridinium halides in the presence of 2 equivalents of triethylamine. Furthermore, reacting cyanoacetamide with N -[(alkoxycarbonyl)methyl...
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Published in: | Chemistry of heterocyclic compounds (New York, N.Y. 1965) N.Y. 1965), 2015-03, Vol.51 (1), p.56-59 |
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Main Authors: | , |
Format: | Article |
Language: | English |
Subjects: | |
Online Access: | Get full text |
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Summary: | A mixture of pyridine-2-thiones and 2-amino-1-cyanoindolizines was obtained by condensation of
N
-[(alkoxycarbonyl)methyl]- or
N
-[(aroyl)-methyl]-2-chloro(bromo)pyridinium halides in the presence of 2 equivalents of triethylamine. Furthermore, reacting cyanoacetamide with
N
-[(alkoxycarbonyl)methyl]-2-chloro(bromo)pyridinium salts afforded a mixture of 2-amino-1-carbamoylindolizine-3-carboxylates and a novel heterocyclic system, 2,4-dioxo-2,3,4,5-tetrahydropyrido[1,2-
d
][1,4]diazepine-1-carbonitrile. |
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ISSN: | 0009-3122 1573-8353 |
DOI: | 10.1007/s10593-015-1659-8 |