In:
Synthesis, Georg Thieme Verlag KG, Vol. 49, No. 13 ( 2017-07), p. 2890-2900
Abstract:
o-Iodoxybenzoic acid (IBX) is confirmed as a powerful tool for the oxidation of hydroxylamines. The synthetic route is demonstrated as efficient and user friendly, and is exploited on various carbohydrate-derived N,N-disubstituted hydroxylamines (cyclic, acyclic, and functionalized ones), affording the corresponding nitrones in good yields and regioselectivity. N-Monosubstituted hydroxylamines revealed an interesting divergent behavior depending on the reaction conditions. While IBX oxidation in dimethyl sulfoxide at 45 °C furnished oximes as reported, the oxidation in dichloromethane at room temperature afforded efficiently the unusual corresponding nitroso dimers.
Type of Medium:
Online Resource
ISSN:
0039-7881
,
1437-210X
DOI:
10.1055/s-0036-1588457
Language:
English
Publisher:
Georg Thieme Verlag KG
Publication Date:
2017
detail.hit.zdb_id:
204080-3
detail.hit.zdb_id:
2033062-5
