微波辅助从烷基吡啶盐和烯胺酮合成荧光吡啶并[2,3-]吲唑
Microwave-Assisted Synthesis of Fluorescent Pyrido[2,3-]indolizines from Alkylpyridinium Salts and Enaminones.
机构信息
Organic Chemistry Department, Science Faculty, RUDN University, Miklukho-Maklaya st., 6, 117198 Moscow, Russia.
Department of Chemistry, Lomonosov Moscow State University, Leninskie Gory, 1-3, 119991 Moscow, Russia.
出版信息
Molecules. 2020 Sep 5;25(18):4059. doi: 10.3390/molecules25184059.
Pyridinium ylides are well recognized as dipoles for cycloaddition reactions. In its turn, the microwave-assisted interaction of -(cyanomethyl)-2-alkylpyridinium salts with enaminones unexpectedly proceeds as a domino sequence of cycloisomerization and cyclocondensation reactions, instead of a 1,3-dipolar cycloaddition. The reaction takes place in the presence of sodium acetate as base and employs benign solvents. The optical properties of the resulting pyrido[2,3-]indolizines were studied, showing green light emission with high fluorescence quantum yields.
吡啶𬭩盐被公认为环加成反应的偶极子。而在微波辅助作用下，（氰甲基）-2-烷基吡啶𬭩盐与烯胺酮的相互作用却出乎意料地进行了环异构化和环缩合反应的级联反应，而不是 1,3-偶极环加成反应。该反应在醋酸钠作为碱的存在下并使用良性溶剂进行。研究了所得的吡啶并[2,3-]吲哚嗪的光学性质，其表现出高荧光量子产率的绿光发射。
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