Main observation and conclusion Polycyclic indolines and indolenines were synthesized via base-catalyzed intramolecular dearomatizing 3-alkenylation reactions of alkynyl indoles 1 at room temperature. The base enhanced the nucleophilicity of the carbon at the 3-position of the indole moiety, facilitating an exclusive 5-exo-dig cyclization reaction with the alkyne to form spiroindolenines 2. The imine functionality of 2 could undergo in situ nucleophilic addition to form spiroindolines 3 when R was a carbamoyl group or reduction to form spiroindolines 4 when R was H.
基金：
National Program on Key Research Project [2016YFA0602900]; National Natural Science Foundation of ChinaNational Natural Science Foundation of China (NSFC) [21572068, 21871094]; Guangdong Natural Science FoundationNational Natural Science Foundation of Guangdong Province [2017A030312005]; Guangxi Key Laboratory of Zhuang and Yao Ethnic Medicine [32]; Special Foundation of Guangzhou Key Laboratory [202002010004]
第一作者机构：[1]South China Univ Technol, Sch Chem & Chem Engn, Key Lab Funct Mol Engn Guangdong Prov, Guangzhou 510640, Guangdong, Peoples R China
推荐引用方式(GB/T 7714)：
Lu Lin,Zheng Zuoliang,Yang Yongjie,et al.Access to Polycyclic Indol(en)ines via Base-Catalyzed Intramolecular Dearomatizing 3-Alkenylation of Alkynyl Indoles[J].CHINESE JOURNAL OF CHEMISTRY.2021,39(8):2207-2212.doi:10.1002/cjoc.202100164.
APA：
Lu, Lin,Zheng, Zuoliang,Yang, Yongjie,Liu, Bo&Yin, Biaolin.(2021).Access to Polycyclic Indol(en)ines via Base-Catalyzed Intramolecular Dearomatizing 3-Alkenylation of Alkynyl Indoles.CHINESE JOURNAL OF CHEMISTRY,39,(8)
MLA：
Lu, Lin,et al."Access to Polycyclic Indol(en)ines via Base-Catalyzed Intramolecular Dearomatizing 3-Alkenylation of Alkynyl Indoles".CHINESE JOURNAL OF CHEMISTRY 39..8(2021):2207-2212
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