Synthesis of S,S-dialkyl-N-(9,10-dioxo-9,10-dihydroanthracen-1-yl)sulfoximides and specificities of their base-catalyzed intramolecular heterocyclizations into naphtho[1,2,3-cd]-indol-6(2H)-ones Full article
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Russian Journal of Organic Chemistry
ISSN: 1070-4280 , E-ISSN: 1608-3393 |
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| Output data | Year: 2013, Volume: 49, Number: 1, Pages: 70-77 Pages count : 8 DOI: 10.1134/S1070428013010132 | ||||
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Abstract:
Heating of 6H-anthra[1,9-cd][1,2]oxazol-6-ones with dialkyl sulfoxides in sulfolane gave S,S-dialkyl-N-(9,10-dioxo-9,10-dihydroanthracen-1-yl)sulfoximides which underwent cyclization to naphtho-[1,2,3-cd]indol-6(2H)-one derivatives on heating in boiling tetrahydrofuran in the presence of sodium methoxide. p-Toluenesulfinic acid was isolated as by-product in the cyclization of S-methyl-S-(4-methylphenyl)-N-(9,10-dioxo-9,10-dihydroanthracen-1-yl)sulfoximide. The heterocyclizations of S,S-dipropyl- and S,S-dibutyl-N-(9,10-dioxo-9,10-dihydroanthracen-1-yl)sulfoximides to 1-ethyl- and 1-propylnaphtho[1,2,3-cd]-indol-6(2H)-ones were accompanied by formation of the corresponding 1-[1-hydroxyethyl(propyl)]naphtho-[1,2,3-cd]indol-6(2H)-ones. DOI: 10.1134/S1070428013010132
Cite:
Kargina O.I.
, Gornostaev L.M.
, Nefedov A.A.
Synthesis of S,S-dialkyl-N-(9,10-dioxo-9,10-dihydroanthracen-1-yl)sulfoximides and specificities of their base-catalyzed intramolecular heterocyclizations into naphtho[1,2,3-cd]-indol-6(2H)-ones
Russian Journal of Organic Chemistry. 2013. V.49. N1. P.70-77. DOI: 10.1134/S1070428013010132 WOS Scopus РИНЦ OpenAlex
Synthesis of S,S-dialkyl-N-(9,10-dioxo-9,10-dihydroanthracen-1-yl)sulfoximides and specificities of their base-catalyzed intramolecular heterocyclizations into naphtho[1,2,3-cd]-indol-6(2H)-ones
Russian Journal of Organic Chemistry. 2013. V.49. N1. P.70-77. DOI: 10.1134/S1070428013010132 WOS Scopus РИНЦ OpenAlex
Original:
Каргина О.И.
, Горностаев Л.М.
, Нефедов А.А.
Синтез и особенности внутримолекулярных основнокатализируемых гетероциклизаций 1-s,s-диалкил-n-(9,10-антрахинон-1-ил)сульфоксимидов в нафто[1,2,3- cd]индол-6(2 h)-оны
Журнал органической химии (RUSS J ORG CHEM+). 2013. Т.49. №1. С.79-85. РИНЦ
Синтез и особенности внутримолекулярных основнокатализируемых гетероциклизаций 1-s,s-диалкил-n-(9,10-антрахинон-1-ил)сульфоксимидов в нафто[1,2,3- cd]индол-6(2 h)-оны
Журнал органической химии (RUSS J ORG CHEM+). 2013. Т.49. №1. С.79-85. РИНЦ
Dates:
| Published print: | Jan 1, 2013 |
| Published online: | Feb 8, 2013 |
Identifiers:
| Web of science: | WOS:000314696400013 |
| Scopus: | 2-s2.0-84873643183 |
| Elibrary: | 20433223 |
| OpenAlex: | W2136526176 |