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Pd‐Catalyzed C−H Alkylation of Arenes Using PyrDipSi, a Transformable and Removable Silicon‐Tethered Directing Group
Author(s) -
Sarkar Dhruba,
Gevorgyan Vladimir
Publication year - 2016
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201602513
Subject(s) - alkylation , silicon , catalysis , group (periodic table) , chemistry , organic chemistry
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.