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Facile Three-Component Synthesis of Substituted Quinolines Catalyzed by Iridium(III)Complex

机译:铱(III)络合物催化取代喹啉的简易三组分合成

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摘要

A convenient and efficient synthesis of substituted quinolines via a simple one-pot reaction of an aniline,an aromatic aldehyde,and an enolizable aliphatic aldehyde in the presence of the iridium catalyst [IrCl2H(cod)]2 under oxygen as an oxidant was developed.The reaction proceeds with Mannich-type imine formation followed by nucleophilic addition to give beta-amino aldehydes.Dehydrative cyclization takes place to give dihydroquinoline,which is then dehy-drogenated by aerobic oxidation to give 2-aryl-3-alkylquinolines.Dialkylquinolines were obtained by the reaction with anilines and aliphatic aldehydes in good yields.
机译:通过在氧作为氧化剂的铱催化剂[IrCl2H(cod)] 2存在下,通过苯胺,芳族醛和可烯化的脂族醛的简单一锅反应,开发了一种便捷高效的取代喹啉合成方法。反应进行到曼尼希型亚胺的形成,然后亲核加成,得到β-氨基醛。进行脱水环化得到二氢喹啉,然后通过有氧氧化将其脱氢,得到2-芳基-3-烷基喹啉,得到二烷基喹啉。与苯胺和脂族醛的反应,收率很高。

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