Tetrahedron

Electrophilic aromatic addition reaction (Ad E Ar) to anthracene

KS Jang, HY Shin, DY Chi

Index: Jang, Keun Sam; Shin, Hee Young; Chi, Dae Yoon Tetrahedron, 2008 , vol. 64, # 24 p. 5666 - 5671

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Citation Number: 7

Abstract

After finding in a previous study that naphthalene and quinoline can react via electrophilic aromatic addition reaction (AdEAr), we applied this to anthracene. When anthracene was reacted with bromine in methanol in the presence of NaHCO3 and pyridine, 9, 10-dihydro-9, 10-dimethoxyanthracene (2) was obtained in 82% yield in the absence of substitution products or oxidative demethylation products like anthraquinone. The same reaction in ...

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