点击次数：

论文类型：期刊论文

发表时间：2018-08-23

发表刊物：CHEMISTRYSELECT

收录刊物：SCIE

卷号：3

期号：31

页面范围：8787-8792

ISSN号：2365-6549

关键字：beta-amino esters; DFT; Multicomponent reaction; Stereoselectivity; Triphenyl phosphine

摘要：A new, efficient and simple method was designed for the synthesis of novel beta-carbonyl ester derivatives by using the PPh3-catalyzed one-pot method, three-component condensation from aryl amines, aryl aldehydes and dicarbonyl ester under solvent-free conditions. The comparative results from syntheses under these conditions provide a very simple reaction procedure that produces excellent yields and high stereoselectivity, avoids column chromatographic separation and provides an easy aqueous work-up compared with the conventional reaction. DFT calculations were utilized to confirm and understand the mechanism of the PP3-catalyzed Mannich reaction. Detailed analysis of the two-reaction pathway and their energy difference proves the stereo-selectivity effect of the Mannich reaction, favouring anti-isomer formation.