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Base metal-catalyzed benzylic oxidation of (aryl)(heteroaryl)methanes with molecular oxygen

Tijdschriftbijdrage - Tijdschriftartikel

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.
Tijdschrift: Beilstein journal of organic chemistry
ISSN: 1860-5397
Volume: 12
Pagina's: 144 - 153
Jaar van publicatie:2016
Trefwoorden:A1 Journal article
BOF-keylabel:ja
BOF-publication weight:1
CSS-citation score:2
Authors from:Higher Education
Toegankelijkheid:Open