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Tunable Single and Double γ‐C−H Arylation of Phenylacetamides Directed by o ‐Aminophenols
Author(s) -
Tu Zhi,
Du Yi,
Cao Xiaoji,
Liu Yunyun
Publication year - 2019
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201900866
Subject(s) - chemistry , catalysis , combinatorial chemistry , medicinal chemistry , double bond , reaction conditions , single bond , stereochemistry , organic chemistry , group (periodic table)
The cheap and easily available o ‐aminophenols (OAPs) have been identified as practical directing component for the Pd‐catalyzed aromatic γ‐C−H bond arylation of phenylacetamides. Notably, the selective single and double arylation of the C−H bond(s) in the γ‐potion has been independently realized by simply modifying reaction conditions. The catalytic system of Pd(CF 3 OO) 2 /K 2 S 2 O 8 /K 2 CO 3 enables the selective single C−H arylation. On the other hand, the catalysis of Pd(OAc) 2 in the presence of KIO 3 /K 2 CO 3 induces the selective arylation of both γ‐C−H bonds.