Premium
Direct Synthesis of α‐Alkoxy Ketones by Oxidative C–O Bond Formation
Author(s) -
Yu Hui,
Xu Yilan,
Fang Yan,
Dong Rui
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.201600723
Subject(s) - chemistry , alkoxy group , aryl , oxidative coupling of methane , catalysis , oxidative phosphorylation , iodide , aqueous solution , ketone , medicinal chemistry , organic chemistry , methyl iodide , alkyl , biochemistry
A convenient method to prepare α‐alkoxy ketones has been developed by oxidative coupling of aryl methyl ketones and alcohols. With aqueous tert ‐butyl hydroperoxide (6.0 equiv.) as the oxidant, tetrabutylammonium iodide (20 mol‐%) as the catalyst, and TsNHNH 2 (1.0 equiv.) as the additive, ketones underwent direct alkoxylation to give α‐methoxy or α‐ethoxy ketones in moderate to good yields.