Publication
Title
Base metal-catalyzed benzylic oxidation of (aryl)(heteroaryl)methanes with molecular oxygen
Author
Abstract
The methylene group of various substituted 2- and 4-benzylpyridines, benzyldiazines and benzyl(iso)quinolines was successfully oxidized to the corresponding benzylic ketones using a copper or iron catalyst and molecular oxygen as the stoichiometric oxidant. Application of the protocol in API synthesis is exemplified by the alternative synthesis of a precursor to the antimalarial drug Mefloquine. The oxidation method can also be used to prepare metabolites of APIs which is illustrated for the natural product papaverine. ICPMS analysis of the purified reaction products revealed that the base metal impurity was well below the regulatory limit.
Language
English
Source (journal)
Beilstein journal of organic chemistry. - London
Publication
London : 2016
ISSN
1860-5397
Volume/pages
12(2016), p. 144-153
ISI
000368653500001
Full text (Publisher's DOI)
Full text (open access)
UAntwerpen
Faculty/Department
Research group
[E?say:metaLocaldata.cgzprojectinf]
Development of new sustainable Cu- and Fe-catalyzed oxidation reactions.
Synthesis, decoration and biological evaluation of novel fused 7-deazapurine skeletons.
Partial placement of the NMR infrastructure for the structural elucidation of synthetic and natural substances.
Publication type
Subject
Affiliation
Publications with a UAntwerp address
External links
Web of Science
Record
Identification
Creation 04.02.2016
Last edited 17.11.2017
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