Nickel-Catalyzed Formal Aminocarbonylation of Unactivated Alkyl Iodides with Isocyanides

Herein, we disclose
a Ni-catalyzed formal aminocarbonylation of
primary and secondary unactivated aliphatic iodides with isocyanides
to afford alkyl amide, which proceeds via the selective monomigratory
insertion of isocyanides with alkyl iodides, subsequent β-hydride
elimination, and hydrolysis process. The reaction features wide functional
group tolerance under mild conditions. Additionally, the selective,
one-pot hydrolysis of reaction mixture under acid conditions allows
for expedient synthesis of the corresponding alkyl carboxylic acid.

本文报道了镍（Ni）催化的一级与二级未活化脂肪族碘代烷与异氰化物之间的形式氨基羰基化反应，可得到烷基酰胺。该反应通过烷基碘代烷与异氰化物的选择性单迁移插入、后续的β-氢消除以及水解过程完成。此反应在温和条件下具备宽泛的官能团耐受性。此外，在酸性条件下对反应混合物进行选择性一锅法水解，可便捷合成对应的烷基羧酸。