We herein present a method for the synthesis of ortho-deuterated aryl nitrile using Mn(CO)₅Br as catalyst with CH₃OD as deuteratium source, where the structure of aryl imidates is used for interconversion with a cyanide group. This method features a broad substrate range and excellent functional group tolerance, allowing late modification of various complex molecules with good yields and deuterium incorporation. Mechanistic studies suggest that 2-pyridone is crucial to the success of this chemistry, serving as an endogenous base that enhances the rate of hydrogen isotope exchange.

中文翻译：

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2-吡啶酮增强 Mn-催化合成邻位氘代芳香腈


我们在此提出了一种以 Mn（CO）₅Br 为催化剂，以 CH₃OD 为氘源合成邻氘芳基腈的方法，其中芳基亚胺酸盐的结构用于与氰化物基团相互转化。该方法具有广泛的底物范围和出色的官能团耐受性，允许对各种复杂分子进行后期修饰，具有良好的产率和氘掺入。机理研究表明，2-吡啶酮对这种化学的成功至关重要，它是提高氢同位素交换速率的内源性碱基。