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Reactions of 2-, 3- and 4-Quinolinols with Cyclohexane and Benzene in Superacids Научная публикация

Журнал Heterocycles
ISSN: 0385-5414 , E-ISSN: 1881-0942
Вых. Данные Год: 2004, Том: 62, Страницы: 757-772 Страниц : 16 DOI: 10.3987/COM-03-S(P)74
Ключевые слова 3 quinolinol; 4 quinolinol; aluminum chloride; aluminum derivative; benzene; carbostyril; cyclohexane; quinolinol derivative; unclassified drug
Авторы Koltunov K.Yu. 1 , Prakash G.K.S. 1 , Rasul G. 1 , Olah G.A. 1
Организации
1 Loker Hydrocarbon Research Institute and Department of Chemistry, University of SouthernCalifornia, University Park, Los Angeles, California 90089-1661, U. S. A.

Реферат: Isomeric 2-, 3- and 4-quinolinols (11-13) underwent selective ionic hydrogenation with cyclohexane in CF3SO3H-SbF5 system to give 5,6,7,8-tetrahydro-2(1H)-quinolinone, 5,6,7,8-tetrahydro-3-quinolinol and 5,6,7,8-tetrahydro-4(1H)-quinolinone (28-30), respectively. When reaction was carried out in the presence of excess of aluminum chloride, 11 gave 3,4-dihydro-2(1H)-quinolinone (31), whereas 13 gave the product (30). Compounds (11) and (13) condense with benzene in the presence of aluminum halides producing phenyl substituted derivatives of 28, 31 and 30 (products 32-34), respectively. The mechanism of these and related reactions involving superelectrophilic dicationic intermediates is discussed.
Библиографическая ссылка: Koltunov K.Y. , Prakash G.K.S. , Rasul G. , Olah G.A.
Reactions of 2-, 3- and 4-Quinolinols with Cyclohexane and Benzene in Superacids
Heterocycles. 2004. V.62. P.757-772. DOI: 10.3987/COM-03-S(P)74 WOS Scopus РИНЦ CAPlusCA OpenAlex
Даты:
Поступила в редакцию: 6 окт. 2003 г.
Принята к публикации: 13 нояб. 2003 г.
Опубликована online: 18 нояб. 2003 г.
Идентификаторы БД:
Web of science: WOS:000188256600060
Scopus: 2-s2.0-0347720665
РИНЦ: 14382404
Chemical Abstracts: 2004:15263
Chemical Abstracts (print): 140:163688
OpenAlex: W2038748504
Цитирование в БД:
БД Цитирований
Web of science 36
Scopus 38
OpenAlex 36
Альметрики: