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
Main Authors: Tverdokhleb, Natalya M., Khoroshilov, Gennadii E.
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Language:English
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Chemistry and Materials Science
Organic Chemistry
Pharmacy
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Khoroshilov, Gennadii E.
description 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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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.</description><identifier>ISSN: 0009-3122</identifier><identifier>EISSN: 1573-8353</identifier><identifier>DOI: 10.1007/s10593-015-1659-8</identifier><language>eng</language><publisher>Boston: Springer US</publisher><subject>Chemistry ; Chemistry and Materials Science ; Organic Chemistry ; Pharmacy</subject><ispartof>Chemistry of heterocyclic compounds (New York, N.Y. 1965), 2015-03, Vol.51 (1), p.56-59</ispartof><rights>Springer Science+Business Media New York 2015</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,776,780,27903,27904</link.rule.ids></links><search><creatorcontrib>Tverdokhleb, Natalya M.</creatorcontrib><creatorcontrib>Khoroshilov, Gennadii E.</creatorcontrib><title>Amide and thioamide of cyanoacetic acid in АdNE type reactions with 2-halopyridinium salts</title><title>Chemistry of heterocyclic compounds (New York, N.Y. 1965)</title><addtitle>Chem Heterocycl Comp</addtitle><description>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. 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title Amide and thioamide of cyanoacetic acid in АdNE type reactions with 2-halopyridinium salts
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