Wang Fen, Yu Xinzhang, Qi Zisong, Li Xingwei
Dalian Institute of Chemical Physics, Chinese Academy of Sciences, Dalian 116023 (China).
Chemistry. 2016 Jan 11;22(2):511-6. doi: 10.1002/chem.201504179. Epub 2015 Dec 3.
Rhodium-catalyzed sulfonylation, thioetherification, thiocyanation, and other heterofunctionalizations of arenes bearing a heterocyclic directing group have been realized. The reaction proceeds by initial Rh(III) -catalyzed C-H hyperiodination of arene at room temperature followed by uncatalyzed nucleophilic functionalization. A diaryliodonium salt is isolated as an intermediate, which represents umpolung of the arene substrate, in contrast to previous studies that suggested umpolung of the coupling partner.
铑催化的带有杂环导向基团的芳烃的磺酰化、硫醚化、硫氰化及其他杂官能化反应已经实现。该反应通过在室温下首先由铑（III）催化芳烃的C-H高碘代反应，然后进行无催化的亲核官能化反应来进行。分离得到一种二芳基碘鎓盐作为中间体，这代表了芳烃底物的极性翻转，与之前认为是偶联伙伴极性翻转的研究形成对比。
