An ab initio study and the corresponded instructing improvement of the multicomponent reaction consisted of acetone, aniline and 4-hydrocoumarine

作者：Zhu, Guoxun; Huang, Dongting; Cao, Wenyan; Song, Huacan^*; You, Ao^*

来源：Computational and Theoretical Chemistry, 2018, 1145: 22-27.

DOI：10.1016/j.comptc.2018.10.010

• DFT
• Multi components reaction
• Mechanism study
• Computer-aid experimental improvement

Multi-component reaction (MCR) is a powerful, versatile and step-economical approach in organic synthesis due to reducing reaction steps and simplifying operation. An ab initio study was carried out on the MCR of acetone, aniline and 4-hydro-coumarine, including wave function analysis of the reactant complexes, intermediates, and reaction mechanism. Meantime, the effect of the solvent and noncovalent interaction on the reaction was also discussed. The obtained result was well matched with experimental data and gave a deeper understanding of the reaction. It is found that the reaction went through several cascade-reaction steps, including Aldol reaction, imine rearrangement, Michael addition reaction, and the whole reactions were equilibrium. Based on the ab initio analysis, the reaction was improved by increasing the yield with 20%.

• 出版日期2018-12-1
• 单位中山大学; 广东省生物工程研究所（广州甘蔗糖业研究所）