Department of Chemistry (Oncology), AstraZeneca Pharmaceutical LP, 35 Gatehouse Dr., Waltham, MA, 02451, USA.
Chemistry. 2020 Apr 21;26(23):5168-5173. doi: 10.1002/chem.202000052. Epub 2020 Apr 1.
While carbon-heteroatom cross-coupling reactions have been extensively studied, many methods are specific and limited to a particular set of substrates or functional groups. Reported here is a general method that allows for C-O, C-N and C-S cross-coupling reactions under one general set of conditions. We propose that an energy transfer pathway, in which an iridium photosensitizer produces an excited nickel(II) complex, is responsible for the key reductive elimination step that couples aryl bromides, iodides, and chlorides to 1° and 2° alcohols, amines, thiols, carbamates, and sulfonamides, and is amenable to scale up via a flow apparatus.
虽然碳-杂原子交叉偶联反应已经得到了广泛的研究，但许多方法都是特定的，仅限于特定的一组底物或官能团。本文报道了一种通用方法，可在一组通用条件下实现 C-O、C-N 和 C-S 交叉偶联反应。我们提出，能量转移途径，其中铱敏化剂产生激发态镍（II）配合物，负责关键的还原消除步骤，将芳基溴化物、碘化物和氯化物偶联到 1°和 2°醇、胺、硫醇、氨基甲酸酯和磺胺，并且可通过流动装置进行放大。
