A Versatile Approach to Ullmann C–N Couplings at Room Temperature: New Families of Nucleophiles and Electrophiles for Photoinduced, Copper-Catalyzed Processes
作者:Daniel T. Ziegler、Junwon Choi、José María Muñoz-Molina、Alex C. Bissember、Jonas C. Peters、Gregory C. Fu
DOI:10.1021/ja4060806
日期:2013.9.4
The use of light to facilitate copper-catalyzed cross-couplings of nitrogen nucleophiles can enable C-N bond formation to occur under unusually mild conditions. In this study, we substantially expand the scope of such processes, establishing that this approach is not limited to reactions of carbazoles with iodobenzene and alkyl halides. Specifically, we demonstrate for the first time that other nitrogen
使用光促进氮亲核试剂的铜催化交叉偶联可以使 CN 键形成在异常温和的条件下发生。在这项研究中,我们大幅扩展了此类过程的范围,确定这种方法不仅限于咔唑与碘苯和卤代烷的反应。具体而言,我们首次证明了其他含氮亲核试剂(例如,常见的药效团,如吲哚、苯并咪唑和咪唑)以及其他亲电试剂(例如,受阻/失活/杂环芳基碘化物、芳基溴化物、活化芳基氯、烯基卤化物和炔基溴)作为合适的伙伴。