Regiospecific incorporation of bromine and iodine into phenols using (trimethylsilyl) phenol derivatives

DS Wilbur, WE Stone, KW Anderson

Index: Wilbur, D. S.; Stone, W. E.; Anderson, K. W. Journal of Organic Chemistry, 1983 , vol. 48, # 9 p. 1542 - 1544

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Citation Number: 34

Abstract

The rate of ipso electrophilic substitution in aryltrimethylsilanes is so rapid that it is possible to obtain regiospecific electrophilic halogenations in many aromatic compound^.^^^ Indeed, it is possible to selectively obtain the ortho-and para-brominated derivatives of aromatic compounds containing deactivating, meta-directing substituents such as benzoic acids. 5 However, highly activated aromatic rings are so strongly ortho and para directing that ipso ...