Department of Chemistry, Hope College, Holland, Michigan 49423, United States.
J Org Chem. 2020 Mar 6;85(5):3757-3765. doi: 10.1021/acs.joc.9b03396. Epub 2020 Feb 11.
The decarbonylative coupling of phthalimides with aryl boronic acids provides ready access to a broad range of -substituted benzamides. This nickel-mediated methodology extends reactivity from previously described air-sensitive diorganozinc reagents of limited availability to easily handled and widely commercially available boronic acids. The decarbonylative coupling is tolerant of a broad range of functional groups and demonstrates little sensitivity to steric factors on either of the coupling partners.
邻苯二甲酰亚胺与芳基硼酸的脱羰偶联为制备各种取代的苯甲酰胺提供了一条便捷途径。该镍催化方法拓展了之前报道的仅限于使用空气敏感的二有机锌试剂的反应性,使反应可以使用容易处理且广泛市售的硼酸。该脱羰偶联对各种官能团具有很好的容忍性,对反应底物的空间位阻因素也不敏感。