- Synthesis of stable adducts of highly electrophilic nitro(het)arenes with С-nucleophiles
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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.
- Bastrakov, M. A.,Kokorekin, V. A.,Starosotnikov, A. M.
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p. 474 - 478
(2022/05/02)
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- Nitro derivatives of 2,1,3-benzothiadiazole 1-oxides: synthesis, structural study, and NO release
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A convenient one-pot synthesis of nitro derivatives of 2,1,3-benzothiadiazole 1-oxides by the reaction of o-nitroanilines with sulfur monochloride was developed. The structural features of 4-nitrobenzothiadiazole and its N-oxide were considered. High in vitro release of nitric oxide (69%) was found for a 6-nitro-2,1,3-benzothiadiazole sample by the Griess assay, which indicated good prospects for this class of compounds.
- Konstantinova,Knyazeva,Gatilov, Yu. V.,Zlotin,Rakitin
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- Reactions of vicinal nitroamines with sulfur monochloride - A short and convenient route to fused 1,2,5-thiadiazoles and their N-oxides
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A convenient synthetic approach to fused 1,2,5-thiadiazoles and their N-oxides from vicinal nitroamines and sulfur monochloride has been developed.
- Konstantinova, Lidia S.,Knyazeva, Ekaterina A.,Obruchnikova, Natalia V.,Gatilov, Yuri V.,Zibarev, Andrey V.,Rakitin, Oleg A.
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p. 3075 - 3078
(2013/06/27)
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