H/D exchange at formyl groups represents the straightforward approach to C-1 deuterated aldehydes. This transformation has been recently realized by transition metal and NHC carbene catalysis. Mechanistically, all of these processes involve an ionic pathway. Herein, we report a distinct photoredox catalytic, visible light mediated neutral radical approach. Selective control of highly reactive acyl radical in the energy barrier surmountable, reversible reaction enables driving the formation of deuterated products when an excess of D₂O is employed. The power of the H/D exchange process has been demonstrated for not only aromatic aldehydes but also aliphatic substrates, which have been difficult in transitional metal catalyzed H/D exchange reactions, and for selective late-stage deuterium incorporation into complex structures with uniformly high deuteration level (>90%).

中文翻译：

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通过催化自由基H / D交换方法对甲酰基进行氘化

甲酰基上的H / D交换代表了C-1氘代醛的直接方法。最近已经通过过渡金属和NHC卡宾催化实现了这种转变。从机械上讲，所有这些过程都涉及离子途径。在本文中，我们报道了一种独特的光氧化还原催化，可见光介导的中性自由基方法。选择性控制能垒中可克服的，可逆的反应中的高反应性酰基基团，当过量的D ₂过量时，可促进氘代产物的形成使用O。已经证明了H / D交换过程的强大功能不仅适用于芳族醛，还适用于脂肪族底物（在过渡金属催化的H / D交换反应中难以实现），以及选择性地将晚期氘掺入具有均匀高分子量的复杂结构中氘水平（> 90％）。