Lanzhou Institute of Chemical Physics (LICP), Chinese Academy of Sciences, Lanzhou 730000, P. R. China.
University of Chinese Academy of Sciences, Beijing 100049, P. R. China.
J Org Chem. 2023 Jul 7;88(13):8835-8842. doi: 10.1021/acs.joc.3c00643. Epub 2023 May 29.
The first example of catalytic thiocarbonylation of aryl iodides using CO has been achieved employing a combination of PdCl and carbazole-derived phosphine ligands. Under mild conditions, a broad scope of aryl iodides were converted to the desired thioester products in the presence of aryl or alkyl thiols (33 examples, up to 96% yields). The choice of metal, ligands, and reductant were crucial for high efficiency and chemoselectivity. Moreover, this strategy provided an effective method for the late-stage functionalization of biorelevant molecules.
首次实现了使用 CO 催化芳基碘化物的硫羰化反应,采用了 PdCl2 和咔唑衍生的膦配体的组合。在温和条件下,在芳基或烷基硫醇(33 个实例,最高产率达 96%)存在下,广泛的芳基碘化物可转化为所需的硫酯产物。金属、配体和还原剂的选择对于高效率和化学选择性至关重要。此外,该策略为生物相关分子的后期功能化提供了一种有效方法。