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Reusable Palladium Nanoparticles Catalyzed Oxime Ether Directed Mono Ortho ‐Hydroxylation under Phosphine Free Neutral Condition
Author(s) -
Saha Rajib,
Perveen Naziya,
Nihesh Naorem,
Sekar Govindasamy
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.201801340
Subject(s) - chemistry , acetophenone , catalysis , hydroxylation , phosphine , regioselectivity , oxime , palladium , ligand (biochemistry) , medicinal chemistry , organic chemistry , combinatorial chemistry , biochemistry , receptor , enzyme
Abstract An efficient, reusable and stable binaphthyl stabilized Pd‐nanoparticles (Pd‐BNP) catalyzed the direct ortho ‐C−H hydroxylation of acetophenone oxime ethers under neutral and phosphine ligand‐free condition has been developed. A readily available, economic, safe and greener oxidant oxone has been used in this direct ortho ‐hydroxylation. The scope of the reaction has been studied with various acetophenone oxime ethers including electron rich to electron deficient system and the reaction afforded only mono hydroxylated products in a highly regioselective manner. Several control experiment results confirmed that the oxone is the hydroxyl source. The Pd‐BNP catalyst has been reused up to five times. The heterogeneous test confirmed that the reaction is catalyzed by the heterogeneous Pd‐BNP catalyst.