Beilstein Arch. 2021, 202189. https://doi.org/10.3762/bxiv.2021.89.v1
Published 17 Dec 2021
The highly efficient cycloaddition reaction of hydrazonyl chlorides with 2,3-dichloro-1,4-naphthoquinone yielded pharmaceutically important spiro-naphthalene-1,2'-[1,3,4]oxadiazol-4-ones with moderate to good yields under batch and flow synthesis methods. The obtained products were elucidated by IR, 1H NMR, 13C NMR, HRMS and single crystal X-ray diffraction technique (only for 6h). The synthesized molecules have been subjected to theoretical analysis by quantum chemical calculations at B3LYP/6-31G(d,p) level, which provided supporting data for the experimental findings.
Keywords: naphthoquinones; flow chemistry; batch chemistry; cycloaddition reaction; spiran 1,3,4-oxadiazole, DFT, and X-ray diffraction.
When a peer-reviewed version of this preprint is available, this information will be updated in the information box above. If no peer-reviewed version is available, please cite this preprint using the following information:
Saleh, L. Y.; Altıntaş, B.; Filiciotto, L.; Zorlu, Y.; Luque, R.; Altug, C. Beilstein Arch. 2021, 202189. doi:10.3762/bxiv.2021.89.v1
|Download RIS (Reference Manager)||Download BIB (BIBTEX)|
© 2021 Saleh et al.; licensee Beilstein-Institut.
This is an open access work licensed under the terms of the Beilstein-Institut Open Access License Agreement (https://www.beilstein-archives.org/xiv/terms), which is identical to the Creative Commons Attribution 4.0 International License (https://creativecommons.org/licenses/by/4.0). The reuse of material under this license requires that the author(s), source and license are credited. Third-party material in this work could be subject to other licenses (typically indicated in the credit line), and in this case, users are required to obtain permission from the license holder to reuse the material.