Hydroperoxide oxidation of benzylamines catalyzed by selenium compounds

Selenium(IV) oxide, poly(bis-1,2-phenylene) diselenide, bis[2-(N-benzisoselenazol-3(2H)-onyl]diselenide and particularly 2-phenyl-1,2-benzisoselenazol-3(2H)-one (ebselen), were employed as the catalysts for hydrogen peroxide and t-butyl hydroperoxide oxidation of benzylamines. A reaction of primary...

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Bibliographic Details
Published inPolish journal of chemistry Vol. 77; no. 11; pp. 1579 - 1586
Main Authors Brzaszcz, M, Kloc, K, Mlochowski, J
Format Journal Article
LanguageEnglish
Published WARSAW Polish Chemical Soc 01.11.2003
Subjects
Chemistry
Chemistry, Multidisciplinary
Physical Sciences
Science & Technology
DISELENIDES
ebselen
ACIDS
ORGANIC-COMPOUNDS
amines
oxidation
dehydrogenation
SECONDARY-AMINES
HYDROGEN-PEROXIDE OXIDATION
hydroperoxides
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Summary:Selenium(IV) oxide, poly(bis-1,2-phenylene) diselenide, bis[2-(N-benzisoselenazol-3(2H)-onyl]diselenide and particularly 2-phenyl-1,2-benzisoselenazol-3(2H)-one (ebselen), were employed as the catalysts for hydrogen peroxide and t-butyl hydroperoxide oxidation of benzylamines. A reaction of primary amines proceeded via hydroxylamine and oxime, and the nitriles accompanied by imines, carboxylic acids and aldehydes were the final products. The secondary amines produced mainly the nitrones, while tetrahydroisoquinoline was dehydrogenated to isoquinoline.
ISSN:0137-5083