The 1,4-addition Ugi reaction can provide complex, novel and bioactive structures. However, Ugi reaction involving the 1,4-addition process has rarely been reported due to the Michael addition of amine to α,β-unsaturated ketones or aldehydes prevents the formation of the key intermediate iminium ion. In this paper, a Schiff base catalyst derived from Tröger's base-NH₂ and (R)-BINOL-CHO was used successfully to promote the four-component 1,4-addition Ugi reaction of α,β-unsaturated cyclic ketones, carboxylic acids, aromatic amines and isocyanides to afford an α,β-keto amide 2-arylformyl-3-(arylamino)cyclopent-2-enecarboxamides in high yield (6, 83–96%) under mild condition. A variety of aromatic amines participated in the reaction efficiently, which showed the high efficiency of the catalyst. A reasonable catalysis and formation mechanism were come up with.

1，4-加成的Ugi反应可以提供复杂，新颖和生物活性的结构。然而，由于胺向α，β-不饱和酮或醛的迈克尔加成，阻止了关键的中间体亚胺离子的形成，因此很少报道涉及1,4-加成过程的Ugi反应。本文成功地使用了由Tröger的碱式NH ₂和（R）-BINOL-CHO衍生的席夫碱催化剂来促进α，β-不饱和环酮，羧酸的四组分1,4-加成Ugi反应，芳族胺和异氰化物得到α，β酮酰胺2- arylformyl -3-（芳基氨基）环戊-2- enecarboxamides以高收率（6，83-96％）在温和条件下。各种芳香胺有效地参与了反应，这表明催化剂的效率很高。提出了合理的催化和形成机理。