Abstract
Novel β-hydroxy-1,4-disubstituted-1,2,3-triazole-based benzodiazepinedione derivatives were synthesized by a regioselective cascade reaction and were fully characterized by HRMS, FT-IR, 1H NMR, and 13C NMR measurements. The cascade reaction consists of the azidation of epoxides and the Huisgen [3+2] dipolar cycloaddition of the resulted β-hydroxy azides with the N,N′-dipropargyl benzodiazepine to give the wished 1,2,3-triazole-based benzodiazepinedione derivatives. Good yields (60–85%), easily available and inexpensive starting materials, using water as a green solvent, and avoiding the handling of organic azides as they are generated in situ are the advantages of this method. Theoretical calculations were also conducted by the DFT method using the B3LYP functional and 6-31+G(d,p) basis set on structure to characterize structure 3a. For structural and electronic characterization, 1H and 13C chemical shifts were calculated by the computational method and interpreted. The DFT calculated data were in line with the experimental data.
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Disclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.