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
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container_end_page 635
container_issue 6
container_start_page 633
container_title Liebigs Annalen der Chemie
container_volume 1994
creator Bogdanowicz-Szwed, Krystyna
Ciechanowicz-Rutkowska, Maria
Czarny, Agnieszka
Filippini, Giuseppe
Pilati, Tulio
Rys, Barbara
description 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.
doi_str_mv 10.1002/jlac.199419940616
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1099-0690
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source Wiley Online Library - AutoHoldings Journals
subjects 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
title Reaction of Benzoyl(thioacetanilides) with α,β-Unsaturated Nitriles; Synthesis of Functionalyzed Pyridines and Thiazoles
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