Basu Souradeep, Sandtorv Alexander H, Stuart David R
Department of Chemistry, Portland State University, Portland OR 97201, United States.
Beilstein J Org Chem. 2018 May 11;14:1034-1038. doi: 10.3762/bjoc.14.90. eCollection 2018.
Herein, we describe the synthesis of -aryl phthalimides by metal-free coupling of potassium phthalimide with unsymmetrical aryl(TMP)iodonium tosylate salts. The aryl transfer from the iodonium moiety occurs under electronic control with the electron-rich trimethoxyphenyl group acting as a competent dummy ligand. The yields of -aryl phthalimides are moderate to high and the coupling reaction is compatible with electron-deficient and sterically encumbered aryl groups.
在此,我们描述了通过邻苯二甲酰亚钾与不对称芳基(三甲氧基苯基)对甲苯磺酰碘盐进行无金属偶联来合成邻芳基邻苯二甲酰亚胺。碘鎓部分的芳基转移在电子控制下发生,富电子的三甲氧基苯基作为有效的虚拟配体。邻芳基邻苯二甲酰亚胺的产率为中等至高,并且该偶联反应与缺电子和空间位阻较大的芳基兼容。