Cascade reaction of 2,3-naphthalenediol with benzene in the presence of aluminum halides

Cascade reaction of 2,3-naphthalenediol with benzene in the presence of aluminum halides Научная публикация

Журнал

Tetrahedron Letters
ISSN: 0040-4039

Вых. Данные

Год: 2019, Том: 60, Номер: 12, Страницы: 857-859 Страниц : 3 DOI: 10.1016/j.tetlet.2019.02.026

Ключевые слова

Naphthols; Superelectrophilic activation; Electrophilic aromatic substitution; Ionic reduction

Авторы

Zhu Zhongwei ¹ , Salnikov George E. ^1,2,3 , Koltunov Konstantin Yu ^1,4

Организации

1	(Данные Web of science) Novosibirsk State Univ, Novosibirsk 630090, Russia
2	(Данные Web of science) Russian Acad Sci, NN Vorozhtsov Novosibirsk Inst Organ Chem, Siberian Branch, Novosibirsk 630090, Russia
3	(Данные Web of science) Russian Acad Sci, Int Tomog Ctr, Siberian Branch, Novosibirsk 630090, Russia
4	(Данные Web of science) Russian Acad Sci, GK Boreskov Inst Catalysis, Siberian Branch, Novosibirsk 630090, Russia

2,3-Naphthalenediol on superelectrophilic activation with aluminium halides smoothly reacts with benzene to give 4-((3-phenyl-1H-inden-1-yl)methyl)benzene-1,2-diol, which in turn undergoes intramolecular cyclization to form 5,10-methano-5-phenyldibenzo[a,d]cycloheptane-2,3-diol. The mechanistic aspects of these unusual transformations are discussed. (C) 2019 Elsevier Ltd. All rights reserved.

Zhu Z. , Salnikov G.E. , Koltunov K.Y.
Cascade reaction of 2,3-naphthalenediol with benzene in the presence of aluminum halides
Tetrahedron Letters. 2019. V.60. N12. P.857-859. DOI: 10.1016/j.tetlet.2019.02.026 WOS Scopus РИНЦ

Опубликована в печати:

1 мар. 2019 г.

Web of science	WOS:000461535700010
Scopus	2-s2.0-85061628865
РИНЦ	38669438
OpenAlex	W2911927543