A series of sp3‐enriched 2,2‐disubstituted 1,2‐thiazinane‐5‐one 1,1‐dioxides (including spirocyclic derivatives) has been synthesized through the CSIC [Carbanion mediated Sulfonate (Sulfonamido) Intramolecular Cyclization] reaction strategy. In particular, 2,2‐disubstituted alkyl 3‐aminopropanoates were subsequently sulfonylated with mesyl chloride followed by alkylation with methyl iodide to give the key precursor 2,2‐disubstituted methyl 3‐(methylsulfonamido)propanoates. The latter were treated with sodium hydride and underwent the intramolecular sulfa‐Dieckmann cyclization yielding the target 4,4‐disubstituted 1,2‐thiazinane‐5‐one 1,1‐dioxides (so‐called β‐keto‐δ‐sultams). The structure of the target compounds was confirmed by an X‐ray diffraction study.
Luminescent properties of new organic reagents, 2,6-diaminopyrimidines and benzimidazoles were investigated. The luminescence intensity of 1-amino-3-(3-hydroxypropyl)pyrido[1,2-a]benzimidazole-2,4-dicarbonitrile (І) 3-[2-(hydroxymethyl)phenyl]-1-imino-1H-pyrido[2,1-b][1,3]benzothiazole-2,4dicarbonitrile (ІІ) 3-[2,6-diamino-5-(1,3-benzothiazol-2-yl)-4-pyrimidinyl]-1-propanol (ІІІ) was decreased with adding hydrochloric acid. Reagent 3-[6-amino-5-(1,3-benzothiazol-2-yl)-1-methyl-2-imino-1,2dihydro-4-pyrimidinyl]-1-propanol (IV) was resistant to HCl. The reagent IV with platinum(II) and palladium(II) forms non-luminescent complexes in acidic media. It was found that IV with Pt(II) forms a
Synthetic approach to fused azasultams with 1,2,4-thiadiazepine framework via base promoted protocols has been developed. 1H-Azole-2-carboxylates and N-(chloromethyl)-N-methylmethanesulfonamide were used as ambiphilic building blocks in the one-pot and two-step reaction sequences. Chemical behavior of the obtained azasultams in reactions with amines, hydrazine, DMFDMA, and NaBH4 was investigated. An enamino ketone derived from an azasultam was exploited in the synthesis of new pyrazole and pyrimidine heterocycles.
scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.