Electrosynthesis of functionalized tetrahydrocarbazoles via sulfonylation triggered cyclization reaction of indole derivatives
有机化学
芳基
有机合成
药物化学
废止
作者
Zizhen Yin,Yingjie Yu,Haibo Mei,Jianlin Han
出处
期刊:Green Chemistry [The Royal Society of Chemistry] 日期:2021-05-11卷期号:23 (9): 3256-3260被引量:2
标识
DOI:10.1039/d1gc00609f
摘要
Synthesis of tetrahydrocarbazoles is of great interest due to its importance in organic and biological chemistry. A method for access to such heterocyclic compounds usually needs harsh reaction conditions or transition-metal catalysts. Herein, we developed an efficient reaction of easily available indole derivatives and sodium sulfinates to achieve functionalized tetrahydrocarbazoles under electrochemical conditions. This reaction proceeds through the sequence of sulfonylation, cycloaddition and deprotonation, and tolerated the two coupling partners with a variety of electronically and sterically diverse substituents. This electrochemical method obviates the use of any transition-metal catalyst and chemical oxidizing reagent, which provides an efficient and green strategy to prepare sulfonylalkyl substituted tetrahydrocarbazoles.