16408-06-3Relevant articles and documents
Synthesis of stable adducts of highly electrophilic nitro(het)arenes with С-nucleophiles
Bastrakov, M. A.,Kokorekin, V. A.,Starosotnikov, A. M.
, p. 474 - 478 (2022/05/02)
The reaction of highly electrophilic azolo[b]pyridines with pyrrole and indole derivatives as nucleophiles afforded 1,4-addition products to the pyridine ring. The reactions of structurally similar meta-dinitrobenzo-fused heterocycles (furoxan, thiadiazole, selenadiazole, pyridine) with C-nucleophiles (salts of ketones and 2-nitropropane) gave stable anionic σ-complexes in high yields. Their oxidation led to rearomatization with the formation of the corresponding products of substitution of a hydrogen atom with the nucleophile. The oxidation was generally accompanied by the decomposition of σ-complexes into the parent compounds.
Reactions of vicinal nitroamines with sulfur monochloride - A short and convenient route to fused 1,2,5-thiadiazoles and their N-oxides
Konstantinova, Lidia S.,Knyazeva, Ekaterina A.,Obruchnikova, Natalia V.,Gatilov, Yuri V.,Zibarev, Andrey V.,Rakitin, Oleg A.
, p. 3075 - 3078 (2013/06/27)
A convenient synthetic approach to fused 1,2,5-thiadiazoles and their N-oxides from vicinal nitroamines and sulfur monochloride has been developed.