Fang Xie1, Zhipeng Zhang1, Xinzhang Yu1,2, Guodong Tang1, Xingwei Li3. 1. Dalian Institute of Chemical Physics, Chinese Academy of Science, Dalian 116023 (China). 2. Department of Chemistry and Chemical Engineering, Taiyuan Institute of Technology, Taiyuan 030008 (China). 3. Dalian Institute of Chemical Physics, Chinese Academy of Science, Dalian 116023 (China). xwli@dicp.ac.cn.
Abstract
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.
Diaryliodonium saltsplay an increasingly important role as an aryl source. Reported is the first synthesis of pan class="Chemical">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.
Authors: Andreas Boelke; Yulia A Vlasenko; Mekhman S Yusubov; Boris J Nachtsheim; Pavel S Postnikov Journal: Beilstein J Org Chem Date: 2019-09-27 Impact factor: 2.883