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 Full article

Journal

Tetrahedron Letters
ISSN: 0040-4039

Output data

Year: 2019, Volume: 60, Number: 12, Pages: 857-859 Pages count : 3 DOI: 10.1016/j.tetlet.2019.02.026

Tags

Naphthols; Superelectrophilic activation; Electrophilic aromatic substitution; Ionic reduction

Authors

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

Affiliations

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

Published print:

Mar 1, 2019

Web of science	WOS:000461535700010
Scopus	2-s2.0-85061628865
Elibrary	38669438
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