Dalian Institute of Chemical Physics, Chinese Academy of Science, Dalian 116023 (China).
Department of Chemistry and Chemical Engineering, Taiyuan Institute of Technology, Taiyuan 030008 (China).
Angew Chem Int Ed Engl. 2015 Jun 15;54(25):7405-9. doi: 10.1002/anie.201502278. Epub 2015 May 8.
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.
二芳基碘𬭩盐作为芳基源在近年来发挥着越来越重要的作用。本文报道了首例在螯合辅助下通过铑(III)催化的缺电子芳环 C-H 高碘化反应来合成二芳基碘𬭩盐。该 C-I 偶联反应在室温下进行,具有高区域选择性和官能团兼容性。随后对二芳基碘𬭩盐进行多样化的亲核官能团化反应,可方便地构建 C-C、C-N、C-O、C-S、C-P 和 C-Br 键,在所有情况下,初始官能团化都发生在含有螯合基团的芳环上。