Irradiation of 2-bromo-1-(2-hydroxy)phenylalkan-1-ones forms ring-brominated phenyl ketones, where bromine moves from the α-position of the carbonyl to the phenyl ring. The unprecedented remote Br shift reaction occurs with regioselectivity favoring the ortho isomer, which originates from a hypobromite intermediate. The reaction has several advantages over other known methods for the preparation of the ring-brominated 1-(2-hydroxy)phenylalkan-1-ones: no poly-bromination, ortho-selectivity, no additives, use of eco-friendly light energy only, and no bromination at other active sites such as the benzylic position.

中文翻译：

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邻羟基取代基对2-溴-1-苯基链烷-1-酮光化学的影响：远程溴原子转移反应

2-溴-1-(2-羟基)苯基烷-1-酮的辐照形成环溴化苯基酮，其中溴从羰基的α位移动到苯环。前所未有的远程 Br 变换反应发生，区域选择性有利于邻位异构体，该异构体源自次溴酸盐中间体。与其他已知的环溴化1-(2-羟基)苯基烷-1-酮的制备方法相比，该反应具有以下几个优点：无多溴化、邻位选择性、无添加剂、仅使用环保光能，并且在其他活性位点（例如苄基位置）没有溴化。