Phillips, D., Hewitt, J. F.M. and France, D. (2018) Synthesis of 3,3-disubstituted heterocycles by Pd-catalyzed arylallylation of unactivated alkenes. ACS Omega, 3(7), pp. 8451-8459. (doi: 10.1021/acsomega.8b01021)
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Abstract
Finding new methods of carbon–carbon bond formation is a key goal in expanding current methodology for heterocycle formation. Because of their inherently non-planar shape, new methods of forming sp3-rich scaffolds are of particular importance. While there are methods for combining heterocyclisation and formation of new sp3–sp3 carbon–carbon bonds, these form the carbon– heteroatom bond rather than a carbon–carbon bond of the heterocycle. Here we show a new alkene arylallylation reaction that generates a heterocycle with concomitant formation of two new carbon– carbon bonds. Furthermore, we demonstrate that this process occurs through an isohypsic (redox neutral) mechanism. Overall, this carboallylation reaction gives a new route to the synthesis of 3,3- disubstituted heterocycles.
| Item Type: | Articles |
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| Status: | Published |
| Refereed: | Yes |
| Glasgow Author(s) Enlighten ID: | France, Dr David and Phillips, Mr David |
| Authors: | Phillips, D., Hewitt, J. F.M., and France, D. |
| College/School: | College of Science and Engineering > School of Chemistry |
| Journal Name: | ACS Omega |
| Publisher: | American Chemical Society |
| ISSN: | 2470-1343 |
| ISSN (Online): | 2470-1343 |
| Copyright Holders: | Copyright © 2018 American Chemical Society |
| First Published: | First published in ACS Omega 3(7):8451-8459 |
| Publisher Policy: | Reproduced under a Creative Commons License |
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