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2,2,2‐Trifluoroacetophenone as an Organocatalyst for the Oxidation of Tertiary Amines and Azines to N ‐Oxides
Author(s) -
Limnios Dimitris,
Kokotos Christoforos G.
Publication year - 2014
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201303360
Subject(s) - catalysis , chemistry , organic chemistry , environmentally friendly , organocatalysis , redox , tertiary amine , combinatorial chemistry , enantioselective synthesis , ecology , biology
A cheap, mild and environmentally friendly oxidation of tertiary amines and azines to the corresponding N ‐oxides is reported by using polyfluoroalkyl ketones as efficient organocatalysts. 2,2,2‐Trifluoroacetophenone was identified as the optimum catalyst for the oxidation of aliphatic tertiary amines and azines. This oxidation is chemoselective and proceeds in high‐to‐quantitative yields utilizing 10 mol % of the catalyst and H 2 O 2 as the oxidant.