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FeCl3-Assisted Niobium-Catalyzed Cycloaddition of Nitriles and Alkynes: Synthesis of Alkyl- and Arylpyrimidines Based on Independent Functions of NbCl5 and FeCl3 Lewis Acids
Organic Letters ( IF 4.9 ) Pub Date : 2017-10-02 00:00:00 , DOI: 10.1021/acs.orglett.7b02708
Maito Fuji 1 , Yasushi Obora 1
Organic Letters ( IF 4.9 ) Pub Date : 2017-10-02 00:00:00 , DOI: 10.1021/acs.orglett.7b02708
Maito Fuji 1 , Yasushi Obora 1
Affiliation
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NbCl5-catalyzed [2 + 2 + 2] cycloaddition of nitriles with alkynes was used to synthesize pyrimidine derivatives. In this reaction, the use of individual Lewis acids, namely NbCl5 and FeCl3, is a key strategy for achieving the reaction using a catalytic amount of NbCl5. The roles of the two Lewis acids were investigated using FT-IR spectroscopy. The results showed that NbCl5 served as an efficient Lewis acid catalyst for nitrile activation, whereas FeCl3 showed stronger Lewis acidity toward pyrimidines, releasing NbCl5 into the catalytic cycle.
中文翻译:
FeCl 3辅助的铌催化的腈和炔烃的环加成反应:基于NbCl 5和FeCl 3路易斯酸的独立功能,合成烷基和芳基嘧啶
NbCl 5催化的炔烃与腈的[2 + 2 + 2]环加成反应用于合成嘧啶衍生物。在该反应中,使用单独的路易斯酸,即NbCl 5和FeCl 3,是使用催化量的NbCl 5实现反应的关键策略。使用FT-IR光谱研究了两种路易斯酸的作用。结果表明,NbCl 5可作为有效的路易斯酸用于腈活化反应,而FeCl 3对路易斯嘧啶显示出更强的路易斯酸度,从而将NbCl 5释放到催化循环中。
更新日期:2017-10-02
中文翻译:

FeCl 3辅助的铌催化的腈和炔烃的环加成反应:基于NbCl 5和FeCl 3路易斯酸的独立功能,合成烷基和芳基嘧啶
NbCl 5催化的炔烃与腈的[2 + 2 + 2]环加成反应用于合成嘧啶衍生物。在该反应中,使用单独的路易斯酸,即NbCl 5和FeCl 3,是使用催化量的NbCl 5实现反应的关键策略。使用FT-IR光谱研究了两种路易斯酸的作用。结果表明,NbCl 5可作为有效的路易斯酸用于腈活化反应,而FeCl 3对路易斯嘧啶显示出更强的路易斯酸度,从而将NbCl 5释放到催化循环中。