Food Science and Technology Department
ORCID IDs
Mohamed Ahmed Abozeid http://orcid.org/0000-0001-5191-4492
Mohamed Ramadan Elmorsy http://orcid.org/0000-0003-4875-5835
Mohamed Abdelmoteleb http://orcid.org/0000-0001-9453-3219
El-Sayed Ibrahim El-Desoky http://orcid.org/0000-0003-1621-9296
Date of this Version
2019
Citation
RSC Adv., 2019, 9, 27996
DOI: 10.1039/c9ra05154f
Abstract
A new promising protocol has been developed for the synthesis of scarce oxocine derivatives 3a–e and 6 through addition of amine-based nucleophiles such as hydroxylamine hydrochloride, primary amine and hydrazide to chromonylidene benzothiazol-2-ylacetonitrile 2 in refluxing dioxane under metal free reaction conditions in moderate to good yields. Other nitrogen nucleophiles such as piperidine, hydrazine and thiosemicarbazide failed to afford the corresponding oxocinols, and instead pyridine derivatives 7, 8 and 10 were obtained exclusively. Predictive study for the biological activities using PASS (prediction of activity spectra for biologically active substances) online software showed optimistic activities for oxocinols 3a–e in the treatment of cancer, influenza A and microbial infections. Additionally, DFT studies of oxocine derivatives 3a–e and 6 indicated the presence of required thermodynamics parameters for the application in dye-sensitized solar cells (DSSCs).
Comments
CC-BY-NC