Platinum Iodide-Catalyzed Formal Three-Component Cascade Cycloaddition Reactions between γ-Aminoalkynes and Electron-Deficient Alkynes

被引:2
作者
Li, Xinhong [1 ,2 ]
Jiang, Chunhui [3 ]
Wang, Xiao [1 ,2 ]
Ren, Jie [3 ]
Zeng, Tianlong [1 ,2 ]
Xu, Xiufang [3 ]
Li, Jing [1 ,2 ,4 ]
Liu, Lingyan [1 ,2 ]
机构
[1] Nankai Univ, Coll Chem, State Key Lab, Tianjin 300071, Peoples R China
[2] Nankai Univ, Coll Chem, Inst Elementoorgan Chem, Tianjin 300071, Peoples R China
[3] Nankai Univ, Coll Chem, Tianjin 300071, Peoples R China
[4] Collaborat Innovat Ctr Chem Sci & Engn Tianjin, Tianjin 300071, Peoples R China
基金
中国国家自然科学基金;
关键词
MULTIPLY SUBSTITUTED INDOLINES; HIGHLY EFFICIENT; TANDEM SYNTHESIS; CYCLIZATION;
D O I
10.1021/acs.joc.1c01913
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Herein, we report a protocol for PtI2-catalyzed formal three-component cascade cycloaddition reactions between gamma-aminoalkynes and electron-deficient alkynes to afford highly substituted cyclohexadiene-b-pyrrolidines in good yields. On the basis of the results of the control experiments and density functional theory calculations, we present a plausible mechanism that proceeds via two key intermediates. The overall transformation involves the cleavage and formation of multiple C-C and C-N bonds and a previously unreported reaction mode of a seven-membered nitrogen heterocyclic intermediate.
引用
收藏
页码:16614 / 16624
页数:11
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