Gao Xiaoyang, Zhai Ruirui, Liao Juting, Yao Guiwei, Meng Hui, Luo Yuchao, Kong Dulin, Wang Shuojin, Chen Xun
Engineering Research Center of Tropical Medicine Innovation and Transformation of Ministry of Education, International Joint Research Center of Human-machine Intelligent Collaborative for Tumor Precision Diagnosis and Treatment of Hainan Province, Hainan Provincial Key Laboratory of Research and Development on Tropical Herbs, School of Pharmacy, Hainan Medical University, Haikou 571199, China.
Hainan Branch of the Institute of Medicinal Plant Development, Chinese Academy of Medical Sciences and Peking Union Medical College, Haikou 570311, China.
Org Lett. 2025 Jan 17;27(2):657-662. doi: 10.1021/acs.orglett.4c04514. Epub 2025 Jan 7.
A condition-controlled Rh(III)-catalyzed selective synthesis of CF-substituted indoles and pyrido[2,1-]isoindoles from 2-arylpyridines and CF-imidoyl sulfoxonium ylides has been developed. The CpRh(MeCN)(SbF)/HFIP system afforded CF-substituted indoles via triple C-H activation, while the [CpRhCl]/MeCN condition selectively furnished CF-substituted pyrido[2,1-]isoindoles through C-H [4 + 1] annulation. The notable advantages of this developed method included readily available starting materials, broad substrate scope, and excellent chemoselectivity. Importantly, several selected products showed promising antitumor activities.
已开发出一种条件控制的铑(III)催化从2-芳基吡啶和CF-亚胺基硫鎓叶立德选择性合成CF-取代吲哚和吡啶并[2,1-]异吲哚的方法。CpRh(MeCN)(SbF)/HFIP体系通过三次C-H活化得到CF-取代吲哚，而[CpRhCl]/MeCN条件则通过C-H [4 + 1]环化选择性地提供CF-取代吡啶并[2,1-]异吲哚。该方法的显著优点包括起始原料容易获得、底物范围广和化学选择性优异。重要的是，几种选定的产物显示出有前景的抗肿瘤活性。
