Wu Juanjuan, Wu Hongli, Liu Xinyu, Zhang Yuekun, Huang Genping, Zhang Chun
Institute of Molecular Plus, Tianjin Key Laboratory of Molecular Optoelectronic Science, Department of Chemistry, School of Science, Tianjin University, Weijin Road 92, Tianjin 300072, China.
Haihe Laboratory of Sustainable Chemical Transformations, Tianjin 300192, China.
Org Lett. 2022 Jun 24;24(24):4322-4327. doi: 10.1021/acs.orglett.2c01208. Epub 2022 Jun 10.
The nickel-catalyzed reductive cross-coupling reaction of acyl chloride with racemic secondary α-trifluoromethyl bromide has been developed. By this chemistry, a series of structurally interesting chiral α-CF carbonyl compounds could be accessed with great enantioselectivity and good functional group tolerance. The study of late-stage transformation indicated that this chemistry could be used as the robust method to prepare products that contain a bioactive motif. Furthermore, the importance of the α-trifluoromethyl group to this reaction has been illustrated by control experiments.
已开发出镍催化的酰氯与外消旋仲α-三氟甲基溴的还原交叉偶联反应。通过这种化学方法,可以以高对映选择性和良好的官能团耐受性获得一系列结构有趣的手性α-CF羰基化合物。后期转化研究表明,这种化学方法可作为制备含有生物活性基序的产物的可靠方法。此外,对照实验表明了α-三氟甲基对该反应的重要性。