Huang Xiaohua, Anderson Kevin W, Zim Danilo, Jiang Lei, Klapars Artis, Buchwald Stephen L
Department of Chemistry, Massachusetts Institute of Technology, Cambridge, MA 02139, USA.
J Am Chem Soc. 2003 Jun 4;125(22):6653-5. doi: 10.1021/ja035483w.
The first general method for the Pd-catalyzed amination of aryl tosylates and benzenesulfonates was developed utilizing ligand 1, which belongs to a new generation of biaryl monophosphine ligands. In addition, the new catalyst system for the first time enables amidation of aryl arenesulfonates and aqueous amination protocols that do not necessitate the use of cosolvents. The substrate scope has been significantly expanded to include aryl halides containing primary amides and free carboxylic acid groups. In the case of multifunctional substrates, the Pd-catalyzed amination can provide selectivity that is complementary to the Cu-catalyzed C-N bond-forming processes.
利用配体1开发了第一种用于钯催化芳基甲苯磺酸酯和苯磺酸酯胺化的通用方法，该配体属于新一代联芳基单膦配体。此外，这种新的催化剂体系首次实现了芳基芳磺酸酯的酰胺化和无需使用助溶剂的水相胺化方案。底物范围已显著扩大，包括含有伯酰胺和游离羧酸基团的芳基卤化物。对于多功能底物，钯催化的胺化可以提供与铜催化的C-N键形成过程互补的选择性。
