1262802-04-9Relevant articles and documents
Diaryliodoniums by Rhodium(III)-Catalyzed C-H Activation: Mild Synthesis and Diversified Functionalizations
Xie, Fang,Zhang, Zhipeng,Yu, Xinzhang,Tang, Guodong,Li, Xingwei
, p. 7405 - 7409 (2015)
Diaryliodonium salts play an increasingly important role as an aryl source. Reported is the first synthesis of diaryliodoniums by rhodium(III)-catalyzed C-H hyperiodination of electron-poor arenes under chelation assistance. This C-I coupling reaction occurred at room temperature with high regio-selectivity and functional-group compatibility. Subsequent diversified nucleophilic functionalization of a diaryliodonium allowed facile construction of C-C, C-N, C-O, C-S, C-P and C-Br bonds, and in all cases the initial functionalization occurred at the arene containing the chelating-group. Bonds aplenty: Diaryliodonium salts were synthesized for the first time from electron-poor arenes by the title reaction. The diaryliodoniums can be readily functionalized by nucleophiles with high chemoselectivity, thus leading to C-C, C-S, C-N, C-P, and C-Br bond formation. Cp=C5Me5, DG=directing group, Ts=4-toluenesulfonyl.
