文献类型：期刊文献

英文题名：Ruthenium(II)-Catalyzed Redox-Neutral [3+2] Annulation of Indoles with Internal Alkynes via C-H Bond Activation: Accessing a Pyrroloindolone Scaffold

作者：Xie, Yanan[1];Wu, Xiaowei[2,3];Li, Chunpu[2];Wang, Jiang[2];Li, Jian[1];Liu, Hong[2]

机构：[1]East China Univ Sci & Technol, Shanghai Key Lab New Drug Design, Sch Pharm, 130 Meilong Rd, Shanghai 200237, Peoples R China;[2]Chinese Acad Sci, Shanghai Inst Mat Med, State Key Lab Drug Res, Key Lab Receptor Res, 555 Zu Chong Zhi Rd, Shanghai 201203, Peoples R China;[3]Univ Chinese Acad Sci, 19A Yuquan Rd, Beijing 100049, Peoples R China

年份：2017

卷号：82

期号：10

起止页码：5263

外文期刊名：JOURNAL OF ORGANIC CHEMISTRY

收录：;EI(收录号：20172103688050);WOS:【SCI-EXPANDED(收录号:WOS:000402023200026)，CCR-EXPANDED(收录号:WOS:000402023200026)】；

基金：We gratefully acknowledge financial support from the National Natural Science Foundation of China (81620108027, 21632008, 91229204, and 81220108025), the Major Project of Chinese National Programs for Fundamental Research and Development (2015CB910304), and National S&T Major Projects (2014ZX09507002-001).

语种：英文

外文关键词：Ruthenium compounds - Catalysis - Redox reactions - Hydrocarbons - Scaffolds - Chemical activation

摘要：Ru(II)-catalyzed redox-neutral [3+2] annulation reactions of N-ethoxycarbamoyl indoles and internal alkynes via C-H bond activation are reported. This method features a broad internal alkyne scope, including various aryl/alkyl-, alkyl/alkyl-, and diaryl-substituted alkynes, good to excellent regioselectivity, diverse functional group tolerance, and mild reaction conditions. The N-ethoxycarbamoyl directing group, temperature, CsOAc, and ruthenium catalyst proved to be crucial for conversion and high regioselectivity. Additionally, preliminary mechanistic experiments were conducted, and a possible mechanism was proposed.