Univ Lyon, Université Lyon 1, Institut de Chimie et Biochimie Moléculaires et Supramoléculaires, UMR 5246 du CNRS, 1 rue Victor Grignard, 69100 Villeurbanne, France.
Institut Universitaire de France (IUF), 1 rue Descartes, 75231 Paris, France.
Org Lett. 2020 Mar 20;22(6):2240-2245. doi: 10.1021/acs.orglett.0c00442. Epub 2020 Mar 9.
A photoredox Ni-catalyzed cross-coupling of -acyl-imides with unactivated alkyl bromides has been developed that enables efficient access to a variety of functionalized alkyl ketones, including unsymmetrical dialkyl ketones, under very mild and operationally practical conditions. The reaction that operates without the need for any preformed carbon nucleophile proceeds via the combination of two different bond activation processes, i.e. Ni-catalyzed imide activation via C(acyl)-N bond cleavage and (TMS)Si radical-mediated alkyl halide activation via halogen-atom abstraction.
一种光氧化还原镍催化的酰基酰亚胺与未活化的烷基溴的交叉偶联反应已经被开发出来，该反应在非常温和和实用的条件下能够有效地得到各种功能化的烷基酮，包括不对称的二烷基酮。该反应无需任何预先形成的碳亲核试剂即可进行，它通过两种不同的键活化过程的结合来实现，即通过 C(酰基)-N 键断裂的 Ni 催化酰亚胺活化和通过卤素原子消除的(TMS)Si 自由基介导的卤代烷烃活化。
