O-(Diphenylphosphinyl)hydroxylamine (DPPH) is a general reagent for the conversion of (hetero)aryl boronic acids and esters to primary anilines. The transformation proceeds rapidly at rt and exhibits a broad substrate scope and exceptional functional-group tolerance. In terms of rate, the reaction is relatively insensitive to the electronic properties of the substrate, in contrast to similar reactions using electrophilic amination reagents such as hydroxylamine-O-sulfonic acid. Consequently, this protocol is particularly useful for accessing electron-deficient (hetero)aryl anilines, which had been challenging to prepare using prior methods.

中文翻译：

---

使用 O-（二苯基膦基）羟胺 （DPPH） 对芳基硼酸和酯进行快速和一般胺化


O-（二苯基膦基）羟胺 （DPPH） 是将（杂）芳基硼酸和酯转化为伯苯胺的通用试剂。转化在 rt 时迅速进行，并表现出广泛的底物范围和出色的官能团耐受性。就速率而言，该反应对底物的电子性质相对不敏感，与使用亲电胺化试剂（如羟胺-O-磺酸）的类似反应相反。因此，该方案对于获得缺电子（杂）芳基苯胺特别有用，而使用以前的方法制备这些苯胺一直具有挑战性。