Departamento de Química Orgánica I, Centro de Investigación y Estudios Avanzados "Lucio Lascaray"- Facultad de Farmacia, University of the Basque Country, UPV/EHU Paseo de la Universidad 7, 01006 Vitoria-Gasteiz, Spain.
Molecules. 2019 Aug 14;24(16):2951. doi: 10.3390/molecules24162951.
Brønsted acids catalyze a multicomponent reaction of benzaldehyde with amines and diethyl acetylenedicarboxylate to afford highly functionalized γ-lactam derivatives. The reaction consists of a Mannich reaction of an enamine to an imine, both generated , promoted by a phosphoric acid catalyst and a subsequent intramolecular cyclization. The hydrolysis of the cyclic enamine substrate can provide enol derivatives and, moreover, a second attack of the amine on the carboxylate can afford amide derivatives. An optimization of the reaction conditions is presented in order to obtain selectively cyclic enamines that can afford the enol species after selective hydrolysis.
布朗斯特酸催化苯甲醛与胺和二乙基丙二酸盐的多组分反应，生成高度官能化的γ-内酰胺衍生物。该反应由一个烯胺与一个亚胺的曼尼希反应组成，都是由磷酸催化剂生成和促进的，随后是分子内环化。环状烯胺底物的水解可以提供烯醇衍生物，此外，胺对羧酸酯的第二次攻击可以提供酰胺衍生物。为了获得选择性水解后能提供烯醇物种的环状烯胺，本文提出了一种优化反应条件的方法。
