β-Aminocrotononitrile in heterocyclic synthesis: Synthesis of polysubstituted pyridines as precursors to bicycles and polycycles

Autor:	Fathi A. Abu-Shanab, Sayed A. S. Mousa, A. M. Hessen, Hatem M. Gaber
Rok vydání:	2006
Předmět:	chemistry.chemical_compound Ethanol Chemistry Boiling Organic chemistry General Chemistry Malononitrile
Zdroj:	Journal of Sulfur Chemistry. 27:293-305
ISSN:	1741-6000 1741-5993
Popis:	β-aminocrotononitrile (1) reacted with either cyanothioacetamide to give (3) or malononitrile to afford an anion (5). Pyridine-2(1H)-thione (4) was obtained by boiling of (3) in ethanol and Et 3N or treatment of (5) with H 2S, respectively. The reaction of anion 5 with isothiocyanates (6) gave N-substituted pyridine-2(1H)-thiones (7). N-Substituted pyridine-2(1H)-thiones (7) can be used for the preparation of pyrido[2,3-d]pyrimidines (8a–e) and (10a–e), or the preparation of pyrido[1,2-a]pyrimidines (12a–d). 1,8-Naphthyridine derivatives (14a–d) and (16a–e) can also be obtained from pyridine-2(1H)-thione (7). Finally, 1,8-naphthyridine derivatives (16a–e) can be used for the preparation of tetracyclic compounds 17a–c and 18a,b.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::ba4077474617024ec059199f14dbcb01 https://doi.org/10.1080/17415990600755131 Zobrazit plný text záznamu Plný text ve formátu PDF Plný text ve formátu HTML
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