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.
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页码：857 / 859
页数：3
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