Construction of 3,9-diazatetraasteranes and 3,9-diazatetracyclododecanes by photocycloaddition reaction of 1,4-dihydropyridines: Experimental and theoretical investigation |
| |
| Affiliation: | 1. Faculty of Environment and Life, Beijing University of Technology, Beijing 100124, China;2. Large-scale Instruments and Equipments Sharing Platform, Beijing University of Technology, Beijing 100124, China;3. Beijing Tide Pharmaceutical Co., Ltd., Beijing 100176, China |
| |
| Abstract: | A photocycloaddition reaction of ethyl 1,4-diaryl-1,4-dihydropyridine-3-carboxylate for the construction of 3,9-diazatetraasteranes (P1) and 3,9-diazatetracyclododecanes (P2) is reported for the first time. The types of reaction product clearly differ with solvent, regardless of the irradiation wavelength. The difference in P1 and P2 lies in the second step of the intramolecular [2 + 2] photocyclization. In order to further investigate this phenomenon and gain a deeper understanding of the photochemical behavior of 1,4-dihydropyridines, DFT and TDDFT theoretical calculations are performed. The results provide a good explanation for the formation of 3,9-diazatetraasteranes and 3,9-diazatetracyclododecanes. |
| |
| Keywords: | |
| 本文献已被 ScienceDirect 等数据库收录！ |
|
