Key Laboratory of Functional Inorganic Material Chemistry, School of Chemistry and Materials Science, Heilongjiang University, No. 74, Xuefu Road, Nangang District, Harbin 150080, People's Republic of China.
J Org Chem. 2021 Jun 4;86(11):7872-7880. doi: 10.1021/acs.joc.1c00781. Epub 2021 May 13.
Pd-catalyzed modification of C-H bonds via chelation with weakly coordinating groups normally requires a transient directing group or presynthesized nitrogen-based strong coordinating ligands. Herein, we report Pd(II)-catalyzed C(sp)-H arylation and alkenylation of Weinreb amides. A commercially available, inexpensive sulfonic acid was employed to enhance the coordination of the catalyst with weak-coordinating substrates by increasing the electrophilicity of in situ formed palladium catalysts.
Pd 催化的通过螯合弱配位基团的 C-H 键修饰通常需要瞬态导向基团或预先合成的含氮强配位配体。在此,我们报道了 Pd(II)催化的 Weinreb 酰胺的 C(sp)-H 芳基化和烯基化反应。通过增加原位形成的钯催化剂的亲电性,使用一种商业可得的、廉价的磺酸增强了催化剂与弱配位底物的配位。