Pd-Catalyzed C-H Alkylation of Arenes Using PyrDipSi, a Transformable and Removable Silicon-Tethered Directing Group.
An efficient Pd-catalyzed ortho-C-H alkylation reaction of arenes using a transformable and removable Si-tethered pyridyldiisopropylsilyl (PyrDipSi) directing group has been developed. In addition, the PyrDipSi directing group allows for an efficient sequential double-fold C-H alkylation/oxygenation of arenes to produce meta-alkylated phenols. This directing group can easily be removed or converted into valuable functionalities, such as aryl, iodo, boronic ester, or phenol.
Department of Chemistry, University of Illinois at Chicago, 845 W Taylor St, Rm 4500, Chicago, IL, 60607, USA.
Dhruba
D
Sarkar
Department of Chemistry, University of Illinois at Chicago, 845 W Taylor St, Rm 4500, Chicago, IL, 60607, USA. vlad@uic.edu.
Vladimir
http://orcid.org/0000-0002-7836-7596
V
Gevorgyan
C−H alkylation; catalysis; directing group; palladium; silicon