Beilstein Arch. 2021, 202117. https://doi.org/10.3762/bxiv.2021.17.v1
Published 08 Mar 2021
Treatment of 2-(2-vinylphenyl)acetaldehydes or 3-(2-vinylphenyl)propanals with BF3×Et2O results in intramolecular Prins reaction affording intermediary benzyl carbenium ions, which are then trapped by a variety of electron-rich aromatics via Friedel–Crafts alkylation. This cascade Prins/Friedel–Crafts cyclization protocol paves an expedient path to medicinally useful 4-aryl-tetralin-2-ol and 5-aryl-tetrahydro-5H-benzo[7]annulen-7-ol derivatives.
Keywords: Prins/Friedel–Crafts; cascade; 4-aryl-tetralin-2-ol
| Format: DOCX | Size: 13.0 MB | Download |
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:
Zheng, J.; Meng, S.; Wang, Q. R. Beilstein Arch. 2021, 202117. doi:10.3762/bxiv.2021.17.v1
Citation data can be downloaded as file using the "Download" button or used for copy/paste from the text window below.
Citation data in RIS format can be imported by all major citation management software, including EndNote, ProCite, RefWorks, and
Zotero.
© 2021 Zheng et al.; licensee Beilstein-Institut.
This is an open access work under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/4.0). Please note that the reuse, redistribution and reproduction in particular requires that the author(s) and source are credited and that individual graphics may be subject to special legal provisions.
The license is subject to the Beilstein Archives terms and conditions: (https://www.beilstein-archives.org/xiv/terms)
