TBAC/TBHP体系下6-氨基甲酰基取代的啡啶类化合物的合成
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摘要
采用2-异氰基联苯与N,N-二甲基甲酰胺(DMF)作为反应原料,在四丁基氯化铵(TBAC)、磷酸氢二钾(K2HPO4)和叔丁基过氧化氢(TBHP)组成的催化氧化体系作用下,通过一步构建2个C—C键,以较高的产率合成了一系列6-氨基甲酰基取代的啡啶类化合物(产率高达86%).同时利用该方法研究了一系列含有推电子和吸电子取代基的2-异氰基联苯衍生物的普适性,为具有药物活性的该类分子的合成提供了一种新的方法.
In the presence of simple K_2HPO_4,under catalytic oxidation of tetrabutylammonium chloride( TBAC) and tert-butyl hydroperoxide( TBHP),the couple reaction of 2-isocyanobiphenyl derivatives with N,N-dimethylformamide( DMF) was realized,and 6-aminoformyl-substituted phenanthridine compounds were obtained by formation of two C—C bonds in one pot reaction. A series of 2-isocyanobiphenyl derivatives containg electron-donating and withdrawing substituents was investigated. Corresponding 6-aminoformyl substituted phenanthridines were constructed in moderate to high yields( up to 86% yield),which would provide promising candidates for chemical biology and drug discover.
In the presence of simple K_2HPO_4,under catalytic oxidation of tetrabutylammonium chloride( TBAC) and tert-butyl hydroperoxide( TBHP),the couple reaction of 2-isocyanobiphenyl derivatives with N,N-dimethylformamide( DMF) was realized,and 6-aminoformyl-substituted phenanthridine compounds were obtained by formation of two C—C bonds in one pot reaction. A series of 2-isocyanobiphenyl derivatives containg electron-donating and withdrawing substituents was investigated. Corresponding 6-aminoformyl substituted phenanthridines were constructed in moderate to high yields( up to 86% yield),which would provide promising candidates for chemical biology and drug discover.
引文
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