Synthesis of Pyrido[2,3-b]indole Derivatives via Rhodium-Catalyzed Cyclization of Indoles and 1-Sulfonyl-1,2,3-triazoles

被引:15
作者
Duan, Shengguo [1 ]
An, Yuehui [1 ]
Xue, Bing [1 ]
Chen, Yidian [1 ]
Zhang, Wan [1 ]
Xu, Ze-Feng [1 ]
Li, Chuan-Ying [1 ]
机构
[1] Zhejiang Sci Tech Univ, Dept Chem, Hangzhou 310018, Zhejiang, Peoples R China
基金
中国国家自然科学基金;
关键词
Pyrido[2; 3-b]indole; 4+2] Annulation; Aza-[4 C] synthon; Carbenes; 1; 2; 3-Triazole; METAL-FREE SYNTHESIS; COMMUNESIN F; DENITROGENATIVE TRANSANNULATION; ASYMMETRIC-SYNTHESIS; TANDEM REACTION; PYRROLOINDOLINES; ACCESS; SCAFFOLDS; N-SULFONYL-1,2,3-TRIAZOLES; (-)-CHAETOMININE;
D O I
10.1002/adsc.201901599
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
Acyloxy-substituted alpha,beta-unsaturated imines generated in situ from triazoles can act as aza-[4 C] synthons and be trapped by indoles in a stepwise [4 + 2] cycloaddition reaction, thus providing rapid access to valuable pyrido[2,3-b]indoles in high yields. Attractive features of this reaction system include operational simplicity, readily available substrates, construction of sterically demanding quaternary centers, and convenient derivatization using triflate.
引用
收藏
页码:1831 / 1835
页数:5
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