Ring Contraction of 2,5-Dihydrobenzo[f][1,2,5]thiadiazepine 1,1-Dioxides: Access to 4H-Benzo[b][1,4]thiazine 1,1-Dioxides

Autor:	Eva Schütznerová, Veronika Fülöpová, Viktor Krchňák, Jaroslav Zajicek, Anna Krchňáková
Rok vydání:	2015
Předmět:	Benzodiazepinones chemistry.chemical_compound Contraction (grammar) Thiadiazines Chemistry Thiazine Organic Chemistry Thiazines Epoxy Compounds Medicinal chemistry Nitrobenzenes
Zdroj:	The Journal of Organic Chemistry. 80:1795-1801
ISSN:	1520-6904 0022-3263
DOI:	10.1021/jo502713k
Popis:	We report an efficient synthesis of 4H-benzo[b][1,4]thiazine 1,1-dioxides via unprecedented ring contraction of 2,5-dihydrobenzo[f][1,2,5]thiadiazepine 1,1-dioxides under mild conditions involving carbon-sulfur bond formation. 2,5-Dihydrobenzo[f][1,2,5]thiadiazepine 1,1-dioxides are easily accessible from commercially available building blocks, including Fmoc-protected amino acids, 2-nitrobenzenesulfonyl chlorides, and bromo ketones. Benzothiazine 1,1-dioxides represent pharmacologically relevant derivatives with biological, medicinal, and industrial applications.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::eb1deaffb16b8491915971d1ef31ee66 https://doi.org/10.1021/jo502713k Zobrazit plný text záznamu