One-Step Assembly of Carbamoyl-Substituted Heteroannelated [1,4]Thiazepines

One-Step Assembly of Carbamoyl-Substituted Heteroannelated [1,4]Thiazepines

We present a convenient synthesis of novel heteroaryl-fused 3-oxo-1,4-thiazepine-5-carboxamides and 5-oxo-1,4-thiazepine-3-carboxamides using a modification of four-component Ugi condensation. We demonstrate the usefulness and versatility of the developed approach for the synthesis of variously subs...

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Veröffentlicht in:Journal of organic chemistry 2006-03, Vol.71 (7), p.2811-2819
Hauptverfasser: Ilyn, Alexey P, Loseva, Marina V, Vvedensky, Vladimir Y, Putsykina, Elena B, Tkachenko, Sergey E, Kravchenko, Dmitri V, Khvat, Alexandr V, Krasavin, Mikhail Y, Ivachtchenko, Alexandre V
Format: Artikel
Sprache:eng
Schlagworte:
Carbamates - chemistry
Molecular Structure
Stereoisomerism
Thiazepines - chemical synthesis
Thiazepines - chemistry
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Beschreibung
Zusammenfassung:We present a convenient synthesis of novel heteroaryl-fused 3-oxo-1,4-thiazepine-5-carboxamides and 5-oxo-1,4-thiazepine-3-carboxamides using a modification of four-component Ugi condensation. We demonstrate the usefulness and versatility of the developed approach for the synthesis of variously substituted compounds and discuss the scope and limitations of the chemistry involved.
ISSN:0022-3263
1520-6904
DOI:10.1021/jo052640w