College of Pharmaceutical Science , Zhejiang University of Technology , Hangzhou , 310014 , P. R. China.
Institute of Information Resource , Zhejiang University of Technology , Hangzhou , 310014 , P. R. China.
Org Lett. 2018 Mar 16;20(6):1491-1495. doi: 10.1021/acs.orglett.8b00071. Epub 2018 Mar 8.
A novel ligand-free Pd-catalyzed cascade reaction between o-chlorobenzoic acids and cyclic diaryliodonium salts is reported. This one-pot procedure involves a carboxylic acid directed o-arylation followed by intramolecular decarboxylative annulation affording various valuable triphenylenes, which can be further transformed into diversified building blocks for material chemistry. For the first time, it was shown that an aromatic halide can react with diaryliodonium salts under the direction of carboxylic acid functionality. It was also demonstrated that the carboxylic acid could be employed as both a traceless directing group and functional handle for the atom- and step-economical one-pot double cross-coupling annulation reaction with cyclic diaryliodonium salts as the π-extending agents.
报道了一种新型无配体 Pd 催化的邻氯苯甲酸和环状二芳基碘鎓盐之间的级联反应。该一锅法反应包括羧酸定向的 o-芳基化反应，然后进行分子内脱羧环化反应，得到各种有价值的三联苯，它们可以进一步转化为用于材料化学的各种多样化的构建块。首次表明，在羧酸官能团的作用下，芳基卤化物可以与二芳基碘鎓盐反应。还证明了羧酸可以作为无痕迹导向基团和功能基，用于原子经济性和步骤经济性的一锅双交叉偶联环化反应，环状二芳基碘鎓盐作为π 扩展试剂。
