Synthesis of peri-annelated heterocyclic systems based on 3-substituted 1-aryl-4,6-dinitro-1H-indazoles Full article
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Russian Chemical Bulletin
ISSN: 1573-9171 , E-ISSN: 1066-5285 |
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| Output data | Year: 2003, Volume: 52, Number: 8, Pages: 1777-1781 Pages count : 5 DOI: 10.1023/a:1026056704860 | ||
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Abstract:
A method for the synthesis of peri-annelated trinuclear heterocycles, including 14π-electron heteroaromatic systems, namely, 1H-thiopyrano[4,3,2-cd]indazoles and 1,5-dihydropyrazolo[3,4,5-de]cinnolines, from 3-R-1-aryl-4,6-dinitro-1H-indazoles was developed. The method is based on the high mobility of the NO2 group in position 4 and consists of either selective nucleophilic substitution of the 4-NO2 group on treatment with the HSCH2CO2Me—K2CO3 system followed by intramolecular cyclization of the resulting sulfide (R = CHO) or the corresponding sulfone (R = CN) formed upon its oxidation or direct intramolecular substitution of the 4-NO2 group (R = CH=NNHPh).
Cite:
Starosotnikov A.M.
, Lobach A.V.
, Vinogradov V.M.
, Shevelev S.A.
Synthesis of peri-annelated heterocyclic systems based on 3-substituted 1-aryl-4,6-dinitro-1H-indazoles
Russian Chemical Bulletin. 2003. V.52. N8. P.1777-1781. DOI: 10.1023/a:1026056704860 WOS Scopus OpenAlex
Synthesis of peri-annelated heterocyclic systems based on 3-substituted 1-aryl-4,6-dinitro-1H-indazoles
Russian Chemical Bulletin. 2003. V.52. N8. P.1777-1781. DOI: 10.1023/a:1026056704860 WOS Scopus OpenAlex
Identifiers:
| Web of science: | WOS:000186446500019 |
| Scopus: | 2-s2.0-0347003372 |
| OpenAlex: | W2951720351 |