Convenient One-Step Synthesis of Benzo[c]phenanthridines by Three-Component Reactions of Isochromenylium Tetrafluoroborates and Stilbenes in Acetonitrile
Convenient One-Step Synthesis of Benzo[c]phenanthridines by Three-Component Reactions of Isochromenylium Tetrafluoroborates and Stilbenes in Acetonitrile
复制标题
四氟硼酸异铬烯鎓与茋在乙腈中的三组分反应方便一步合成苯并[c]菲啶
DOI：
10.1021/acs.orglett.6b00010
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发表时间：
2016-04-01
期刊：
影响因子：
5.2
通讯作者：
Yao, Zhu-Jun
中科院分区：
文献类型：
--
作者：
Chen, Gang-Gang;Wei, Jun-Qiang;Yao, Zhu-Jun
在无催化剂条件下，在乙腈中建立了富电子二苯乙烯与空气稳定四氟硼酸异铬的新型三组分反应。这种级联多键形成反应由分子间的氧[4 + 2]-环加成引发，以亲核的乙腈加成为接续，并以分子内的Friedel-Crafts反应终止，一步生成相应的苯并[c]菲菲啶类似物。
A new type of three-component reaction of air-stable isochromenylium tetrafluoroborates with electron-rich stilbenes in acetonitrile has been developed under catalyst-free conditions in this work. This cascade multibond-formation reaction is initiated by an intermolecular oxa [4 + 2]-cycloaddition, relayed with a nucleophilic addition of acetonitrile, and terminated by an intramolecular Friedel-Crafts reaction, affording the corresponding benzo[c]phenanthridine analogues in one step.