Reaction of Benzoyl(thioacetanilides) with α,β-Unsaturated Nitriles; Synthesis of Functionalyzed Pyridines and Thiazoles

The synthesis of spirofused 2‐thioxopyridines 3 from benzoyl(thioacetanilides) 1 and cyclohexylidenemalononitrile (2) is described. Cyclopentylidene‐ and cycloheptylidenemalononitrile do not react with 1. Heating of 1 in the presence of piperidine yields thiazoles 4. The structure of 4a has been est...

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Veröffentlicht in:	Liebigs Annalen der Chemie 1994-06, Vol.1994 (6), p.633-635
Hauptverfasser:	Bogdanowicz-Szwed, Krystyna, Ciechanowicz-Rutkowska, Maria, Czarny, Agnieszka, Filippini, Giuseppe, Pilati, Tulio, Rys, Barbara
Format:	Artikel
Sprache:	eng
Schlagworte:	Chemistry Condensed matter: structure, mechanical and thermal properties Exact sciences and technology Heterocyclic compounds Heterocyclic compounds with n hetero atom and also o and/or s, se, te hetero atoms Michael additions Nitriles Nitriles, α,β‐unsaturated Organic chemistry Organic compounds Physics Preparations and properties Pyridines Structure of solids and liquids crystallography Structure of specific crystalline solids Thiazoles β-unsaturated
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Beschreibung
Zusammenfassung:	The synthesis of spirofused 2‐thioxopyridines 3 from benzoyl(thioacetanilides) 1 and cyclohexylidenemalononitrile (2) is described. Cyclopentylidene‐ and cycloheptylidenemalononitrile do not react with 1. Heating of 1 in the presence of piperidine yields thiazoles 4. The structure of 4a has been established by an X‐ray analysis.
ISSN:	0170-2041 1099-0690
DOI:	10.1002/jlac.199419940616