Gao Zezhong, Wang Hang, Zhou Chunlin, Wang Ning, Li Shangda, Li Gang
College of Chemistry, Fuzhou University, Fuzhou, Fujian 350002, China.
Key Laboratory of Coal to Ethylene Glycol and Its Related Technology, Fujian Institute of Research on the Structure of Matter, Chinese Academy of Sciences, Fuzhou, Fujian 350002, China.
Org Lett. 2022 Jun 10;24(22):3926-3931. doi: 10.1021/acs.orglett.2c01224. Epub 2022 May 31.
C-H functionalization via functional group metathesis is extremely rare. A protocol of remote site-selective C-H iodination of 2-aryl benzoic acid derivatives via formal C(sp)-H/C(sp)-I metathesis using readily available 1-iodo-4-methoxy-2-nitrobenzene as the mild iodinating reagent was reported herein. A range of 2-aryl benzoic acid derivatives including 2-(naphthalen-1-yl)benzoic acids and [1,1'-binaphthalene]-2-carboxylic acids were iodinated under mild conditions to give valuable iodinated products in a site- and chemo-selective fashion.
通过官能团复分解实现的C-H官能化极为罕见。本文报道了一种利用易得的1-碘-4-甲氧基-2-硝基苯作为温和碘化试剂,通过形式上的C(sp)-H/C(sp)-I复分解对2-芳基苯甲酸衍生物进行远程位点选择性C-H碘化的方法。一系列2-芳基苯甲酸衍生物,包括2-(萘-1-基)苯甲酸和[1,1'-联萘]-2-羧酸,在温和条件下被碘化,以位点和化学选择性的方式得到有价值的碘化产物。