Submitted by api_import on December 20, 2019 - 1:38pm
Title | Iron(II)-catalyzed benzylic fluorination. |
Publication Type | Journal Article |
Year of Publication | 2013 |
Authors | Bloom S, Pitts CRoss, Woltornist R, Griswold A, Holl MGargiulo, Lectka T |
Journal | Org Lett |
Volume | 15 |
Issue | 7 |
Pagination | 1722-4 |
Date Published | 2013 Apr 05 |
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 |
Alternate Journal | Org. Lett. |
PubMed ID | 23527764 |