RhodiumⅢ/SilverⅠ Relay Catalyzed C—H Aminomethylation with Imine Equivalents and Lewis Acid Catalyzed [4+2] Cycloaddition of Indoles with Triarylhexahydrotriazine

• 作者: Min Shi Ruixing Liu Yin Wei
• 来源期刊: 中国化学（英文版）
• 年，卷（期）: 2020,（9）
• 所属期刊栏目: Concise Reports
• 页码范围: 947-951
• 页数: 5页
• 语种: 英文
• DOI: 10.1002/cjoc.202000018

摘要

A RhⅢ /AgⅠ relay-catalyzed C(sp2)—H coupling of indoles with triarylhexahydrotriazine (THT) is reported in this context.Upon merging RhⅢ-catalyzed C(sp2)—H bond activation and silver promoted THT dissociation,an efficient indole's C3 aminomethylation protocol is uncovered,providing C3 aminomethyl indoles in good yields and exhibiting potential applications for the synthesis of complicated bioactive compounds.We revealed the C3-selectivity of this reaction through a detailed mechanistic investigation.Meanwhile,during the examination of the reaction conditions,we discovered another[4+2]cycloaddition pathway to afford tetrahydro-indolo[3,2-c]quinoline scaffold products via silver or Lewis acid catalysis.