Mild and efficient synthesis of propargylamines by copper-catalyzed Mannich reaction
作者:Lothar W. Bieber、Margarete F. da Silva
DOI:10.1016/j.tetlet.2004.09.079
日期:2004.11
Terminal alkynes undergo mild and efficient aminomethylation with aqueous formaldehyde and secondary amines under CuI catalysis. In most cases high to nearly quantitative yields of tertiary propargylamines are obtained in DMSO solution at room temperature. Aromatic, aliphatic and silylated acetylenes as well as alkynols can be used. Primary amines are less reactive and satisfactory yields of secondary propargylamines
末端
炔烃在CuI催化下与
甲醛水溶液和仲胺进行温和有效的
氨甲基化反应。在大多数情况下,室温下在
DMSO溶液中可获得高至接近定量的叔
炔丙胺收率。可以使用芳族,脂族和甲
硅烷基化
乙炔以及炔醇。
伯胺的反应性较低,仅用
苯乙炔才能获得令人满意的仲
炔丙基胺收率。