1428331-73-0Relevant academic research and scientific papers
Copper-Catalyzed C-H Fluorination/Functionalization Sequence Enabling Benzylic C-H Cross Coupling with Diverse Nucleophiles
Buss, Joshua A.,Golden, Dung L.,Stahl, Shannon S.,Vasilopoulos, Aristidis
, (2020)
Site-selective transformation of benzylic C-H bonds into diverse functional groups is achieved via Cu-catalyzed C-H fluorination with N-fluorobenzenesulfonimide (NFSI), followed by substitution of the resulting fluoride with various nucleophiles. The benzyl fluorides generated in these reactions are reactive electrophiles in the presence of hydrogen-bond donors or Lewis acids, allowing them to be used without isolation in C-O, C-N, and C-C coupling reactions.
Iron(II)-catalyzed benzylic fluorination
Bloom, Steven,Pitts, Cody Ross,Woltornist, Ryan,Griswold, Andrew,Holl, Maxwell Gargiulo,Lectka, Thomas
supporting information, p. 1722 - 1724 (2013/06/26)
Direct C-F functionalization of benzylic sp3 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.
