Photochemically Mediated Nickel-Catalyzed Synthesis of <i>N</i>-(Hetero)aryl Sulfamides
作者:R. Thomas Simons、Georgia E. Scott、Anastasia Gant Kanegusuku、Jennifer L. Roizen
DOI:10.1021/acs.joc.0c00139
日期:2020.5.15
method for the N-arylation of sulfamides with aryl bromides is described. The protocol leverages a dual-catalytic system, with [Ir(ppy)2(dtbbpy)]PF6 as a photosensitizer, NiBr2·glyme as a precatalyst, and 1,8-diazabicyclo(5.4.0)undec-7-ene (DBU) as a base, and proceeds at room temperature under visible light irradiation. Using these tactics, aryl boronic esters and aryl chlorides can be carried through the
描述了磺酰胺与芳基溴进行 N-芳基化的一般方法。该方案利用双催化系统,以[Ir(ppy)2(dtbbpy)]PF6作为光敏剂,NiBr2·glyme作为预催化剂,以及1,8-二氮杂双环(5.4.0)undec-7-ene (DBU) )作为基础,并在可见光照射下在室温下进行。使用这些策略,芳基硼酸酯和芳基氯可以在反应中不受影响地进行。所开发的反应有效地参与简单的溴代芳烃和伯磺酰胺,产率在 66% 和定量之间。对于更具挑战性的底物,例如仲磺酰胺,反应效率被记录下来。因此,这些方法补充了已知的用于磺酰胺N-芳基化的Buchwald-Hartwig偶联方法。