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Iron-Catalyzed Heck-Type Alkenylation of Functionalized Alkyl Bromides
| Content Provider | Semantic Scholar |
|---|---|
| Author | Zhu, Kailong Dunne, Joanne L. Hickman Shaver, Michael P. Thomas, Stephen P. |
| Copyright Year | 2017 |
| Abstract | The ability of iron to controllably generate alkyl radicals from alkyl halides as a key step in atom transfer radical polymerization (ATRP) has been adapted to facilitate a formal Heck cross-coupling between styrenes and functionalized alkyl bromides. A simple FeCl2 catalyst in a coordinating solvent gave excellent activity without the need for expensive ligands. Tertiary, secondary, and even primary alkyl bromides are tolerated to give the products in moderate to good yields (up to 94% yield). The easily accessible reagents and operational simplicity make this reaction a method of choice for the alkenylation of alkyl halides, especially for functionalized tertiary alkyl halides, which are difficult to target by classic palladium-catalyzed Heck reactions because of the competing β-hydride elimination. |
| Starting Page | 2353 |
| Ending Page | 2356 |
| Page Count | 4 |
| File Format | PDF HTM / HTML |
| DOI | 10.1021/acscatal.6b03287 |
| Alternate Webpage(s) | https://www.research.ed.ac.uk/portal/files/32881044/20170224_Thomas_Manuscript_File.pdf |
| Alternate Webpage(s) | https://doi.org/10.1021/acscatal.6b03287 |
| Volume Number | 7 |
| Language | English |
| Access Restriction | Open |
| Content Type | Text |
| Resource Type | Article |
