摘要/Abstract

系统研究了多聚磷酸(PPA)催化的苄基芳基醚的重排反应,有效调整吸电子基团(EWG)和供电子基团(EDG)在酚部分或苄基部分取代位置,有利于重排反应和重排的区域选择性.重排反应遵循芳环上的取代引导规则.这种容易实现的重排反应方法对于酚的苄基化具有实际应用价值.
关键词: 多聚磷酸, 重排, 脱保护, 苄基芳基醚, 苄基酚
The rearrangement activity of benzyl aryl ether catalyzed by polyphosphoric acid (PPA) was systematically investigated. Optimal structural tuning of substitutions of electron withdrawing group (EWG) and electron donating group (EDG) at phenolic moiety or benzyl moiety benefits the rearrangement and the regio-selectivity of the rearrangement obeyed the substitution directing rule at the aromatic ring. This readily available rearrangement method is of practical interest for the benzylation of diverse aromatic phenols.
Key words: polyphosphoric acid (PPA), rearrangement, deprotection, benzyl aryl ether, benzyl phenol
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