Reactions of 2,3-Naphthalenediol with Cyclohexane in the Presence of Aluminum Halides | Sciact - CRIS-система Института катализа

Reactions of 2,3-Naphthalenediol with Cyclohexane in the Presence of Aluminum Halides Научная публикация

Журнал

Tetrahedron Letters
ISSN: 0040-4039

Вых. Данные

Год: 2015, Том: 56, Номер: 17, Страницы: 2254-2257 Страниц : 4 DOI: 10.1016/j.tetlet.2015.03.059

Ключевые слова

Ionic hydrogenation, Naphthols, Superacids, Superelectrophiles

Авторы

Zhu Zhongwei ^1,2 , Ostashevskaya Ludmila A. ¹ , Koltunov Konstantin Yu. ^1,3

Организации

1	Novosibirsk State University, Pirogova, 2, Novosibirsk 630090, Russia
2	Heilongjiang University, Xue Fu Road, No. 74, Nan-gang, Harbin 150080, PR China
3	Boreskov Institute of Catalysis, Siberian Branch of the Russian Academy of Sciences, Pr. Akademika Lavrentieva, 5, Novosibirsk 630090, Russia

2,3-Naphthalenediol (7) undergoes selective ionic hydrogenation with cyclohexane in the presence of excess AlCl3 or AlBr3 to afford 5,6,7,8-tetrahydro-2,3-naphthalenediol (8). Compound 8 can be further converted into 5,6,7,8-tetrahydro-1,2-naphthalenediol (9) and pyrocatechol (10). The discovered reactions represent new and efficient synthetic approaches to produce difficult to obtain derivatives of 7. The mechanistic aspects of the reactions, and the potential involvement of superelectrophilic dicationic intermediates, are discussed.

Zhu Z. , Ostashevskaya L.A. , Koltunov K.Y.
Reactions of 2,3-Naphthalenediol with Cyclohexane in the Presence of Aluminum Halides
Tetrahedron Letters. 2015. V.56. N17. P.2254-2257. DOI: 10.1016/j.tetlet.2015.03.059 WOS Scopus РИНЦ CAPlusCA OpenAlex

Поступила в редакцию:	28 янв. 2015 г.
Принята к публикации:	13 мар. 2015 г.
Опубликована online:	19 мар. 2015 г.
Опубликована в печати:	1 апр. 2015 г.

Web of science:	WOS:000353745900031
Scopus:	2-s2.0-84937763215
РИНЦ:	23992199
Chemical Abstracts:	2015:511011
Chemical Abstracts (print):	162:514135
OpenAlex:	W1963850969

БД	Цитирований
Web of science	7
Scopus	7
РИНЦ	7
OpenAlex	7