Intermolecular Conjugate Addition of Pyrroloindoline and Furoindoline Radicals to α,β-Unsaturated Enones via Photoredox Catalysis

被引:25
作者
Zhou, Shupeng [1 ]
Zhang, Deliang [1 ]
Sun, Yu [1 ]
Li, Ruofan [1 ]
Zhang, Wenhao [1 ]
Li, Ang [1 ]
机构
[1] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Bioorgan & Nat Prod Chem, Shanghai 200032, Peoples R China
基金
中国国家自然科学基金;
关键词
alkaloid-terpenoid hybrids; conjugate addition; furoindolines; photoredox catalysis; pyrroloindolines; VISIBLE-LIGHT PHOTOCATALYSIS; C-H BONDS; SYNTHETIC APPLICATIONS; MERGING PHOTOREDOX; CHAIN REACTIONS; CYCLIZATIONS; GENERATION; REACTIVITY; CHEMISTRY; DESIGN;
D O I
10.1002/adsc.201400702
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
We have developed an intermolecular conjugate addition of 3a-pyrroloindoline/furoindoline radicals to alpha,beta-unsaturated enones, through visible-light photoredox catalysis. Ir(ppy)(2)(dtbbpy) PF6 was found to be an effective promoter to initiate this reaction from readily available 3a-bromopyrroloindolines/furoindolines. This method was exploited to prepare a series of indole terpenoid-like compounds of potential biological interest.
引用
收藏
页码:2867 / 2872
页数:6
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