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

被引：1

作者：

Zhu, Zhongwei ^{[1
]}

Salnikov, George E. ^{[1
,2
,3
]}

Koltunov, Konstantin Yu ^{[1
,4
]}

机构：

[1] Novosibirsk State Univ, Novosibirsk 630090, Russia

[2] Russian Acad Sci, NN Vorozhtsov Novosibirsk Inst Organ Chem, Siberian Branch, Novosibirsk 630090, Russia

[3] Russian Acad Sci, Int Tomog Ctr, Siberian Branch, Novosibirsk 630090, Russia

[4] Russian Acad Sci, GK Boreskov Inst Catalysis, Siberian Branch, Novosibirsk 630090, Russia

来源：

TETRAHEDRON LETTERS | 2019年 / 60卷 / 12期

关键词：

Naphthols; Superelectrophilic activation; Electrophilic aromatic substitution; Ionic reduction; CYCLOHEXANE; NAPHTHALENEDIOLS; CHLOROALUMINATE; CONDENSATION; HCL;

D O I：

10.1016/j.tetlet.2019.02.026

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

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.

引用

页码：857 / 859

页数：3

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