Synthesis of stable adducts of highly electrophilic nitro(het)arenes with С-nucleophiles Full article
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Russian Chemical Bulletin
ISSN: 1573-9171 , E-ISSN: 1066-5285 |
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| Output data | Year: 2022, Volume: 71, Number: 3, Pages: 474-478 Pages count : 5 DOI: 10.1007/s11172-022-3435-0 | ||
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Abstract:
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.
Cite:
Starosotnikov A.M.
, Bastrakov M.A.
, Kokorekin V.A.
Synthesis of stable adducts of highly electrophilic nitro(het)arenes with С-nucleophiles
Russian Chemical Bulletin. 2022. V.71. N3. P.474-478. DOI: 10.1007/s11172-022-3435-0 WOS Scopus OpenAlex
Synthesis of stable adducts of highly electrophilic nitro(het)arenes with С-nucleophiles
Russian Chemical Bulletin. 2022. V.71. N3. P.474-478. DOI: 10.1007/s11172-022-3435-0 WOS Scopus OpenAlex
Identifiers:
| Web of science: | WOS:000787316800007 |
| Scopus: | 2-s2.0-85128861250 |
| OpenAlex: | W4224441350 |