A novel hydroxylamine‐derived aminating agent, O‐(2‐pyrimidinyl)‐N‐Boc hydroxylamine (PymONHBoc), has been designed and synthesized, from readily available 2‐chloropyrimidine. This reagent demonstrates superior shelf stability and ease of handling compared to other hydroxylamine‐derived reagents. Here, we present a metal‐free method for the direct conversion of ketones and aldehydes into sec‐amides and nitriles using PymONHBoc as the aminating agent. This method efficiently converts a wide range of aliphatic and aromatic carbonyl compounds into the corresponding amides and nitriles with good to excellent yields under ambient conditions. The use of PymONHBoc is advantageous, as it facilitates the in situ generation of the activated oxime intermediate, concomitantly producing a non‐interfering byproduct.

中文翻译：

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使用 O-（2-嘧啶基）-N-Boc 羟胺无金属直接合成仲酰胺和腈


已经从现成的 2-氯嘧啶中设计并合成了一种新型羟胺衍生的胺化剂 O-（2-嘧啶基）-N-Boc 羟胺 （PymONHBoc）。与其他羟胺衍生试剂相比，该试剂表现出优异的储存稳定性和易处理性。在这里，我们提出了一种使用 PymONHBoc 作为胺化剂将酮和醛直接转化为仲酰胺和腈的无金属方法。该方法可在环境条件下将各种脂肪族和芳香族羰基化合物高效转化为相应的酰胺和腈，收率从好到极好。使用 PymONHBoc 是有利的，因为它有助于原位生成活性肟中间体，同时产生无干扰的副产物。