A bifunctional approach towards the mild oxidation of organic halides: 2-dimethylamino-N,N-dimethylaniline N-oxide

Authors
Chandrasekhar, S Sridhar, M
Citation
S. Chandrasekhar et M. Sridhar, A bifunctional approach towards the mild oxidation of organic halides: 2-dimethylamino-N,N-dimethylaniline N-oxide, TETRAHEDR L, 41(28), 2000, pp. 5423-5425
Citations number
3
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
41
Issue
28
Year of publication
2000
Pages
5423 - 5425
Database
ISI
SICI code
0040-4039(20000708)41:28<5423:ABATTM>2.0.ZU;2-D
Abstract
The titled reagent incorporates an oxygen-centred nucleophile and a basic m oiety-in a suitably mutual orientation-in the same molecule. It oxidises va rious primary benzylic bromides to the corresponding aromatic aldehydes und er relatively mild conditions (MeCN/rt-50 degrees C/6-24 h) in high yields (83-97%), and is thus a useful alternative to the Kornblum procedure. (C) 2 000 Elsevier Science Ltd. All rights reserved.