Iron(II)-catalyzed benzylic fluorination.
| Publication Type | Academic Article |
| Authors | Bloom S, Pitts C, Woltornist R, Griswold A, Holl M, Lectka T |
| Journal | Org Lett |
| Volume | 15 |
| Issue | 7 |
| Pagination | 1722-4 |
| Date Published | 03/25/2013 |
| ISSN | 1523-7052 |
| Abstract | Direct C-F functionalization of benzylic sp(3) C-H bonds is a synthetic challenge that has yet to be propitiously overcome. A mild, one-pot synthesis of monofluorinated benzylic substrates is reported with commercially available iron(II) acetylacetonate and Selectfluor in good to excellent yields and selectivity. A convenient route to β-fluorinated products of 3-aryl ketones is also highlighted, providing a synthetic equivalent to the difficult to accomplish conjugate addition of fluoride to α,β-unsaturated ketones. |
| DOI | 10.1021/ol400424s |
| PubMed ID | 23527764 |