Zhang Jin, Zhang Pei, Ma Yangmin, Szostak Michal
College of Chemistry and Chemical Engineering, Key Laboratory of Chemical Additives for China National Light Industry, Shaanxi University of Science and Technology, Xi'an 710021, China.
Department of Chemistry, Rutgers University, 73 Warren Street, Newark, New Jersey 07102, United States.
Org Lett. 2022 Apr 1;24(12):2338-2343. doi: 10.1021/acs.orglett.2c00519. Epub 2022 Mar 17.
The direct synthesis of ketones via acyl Suzuki-Miyaura cross-coupling of widely available acyl chlorides is a central transformation in organic synthesis. Herein, we report the first mechanochemical solvent-free method for highly chemoselective synthesis of ketones from acyl chlorides and boronic acids. This acylation reaction is conducted in the solid state, in the absence of potentially harmful solvents, for a short reaction time and shows excellent selectivity for C(acyl)-Cl bond cleavage.
通过广泛可得的酰氯进行酰基铃木-宫浦交叉偶联直接合成酮是有机合成中的核心转化反应。在此，我们报道了首例由酰氯和硼酸高化学选择性合成酮的无溶剂机械化学方法。该酰化反应在固态下进行，无需使用潜在有害的溶剂，反应时间短，并且对C(酰基)-Cl键的断裂表现出优异的选择性。
