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Palladium‐Catalyzed Regioselective C–H Acetoxylation of 2‐Aryloxypyridines with 2‐Pyridyloxy as a Removable Directing Group
Author(s) -
Wang Liang,
Pan Liang,
Huang Yibo,
Chen Qun,
He Mingyang
Publication year - 2016
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201600508
Subject(s) - regioselectivity , palladium , chemistry , catalysis , phenols , medicinal chemistry , stereochemistry , organic chemistry , combinatorial chemistry
A simple and regioselective palladium‐catalyzed ortho ‐C(sp 2 )–H acetoxylation of 2‐aryloxypyridines with PhI(OAc) 2 as both the oxidant and acetate source has been developed. The mono‐ and di‐acetoxylated products can be achieved by tuning the equivalents of PhI(OAc) 2 and the reaction temperature. A wide range of 2‐aryloxypyridines is tolerated. Moreover, 2‐pyridyloxyl and acetyl groups can be easily removed, which provides straightforward access to poly‐substituted phenols.