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Selective ortho-bromination of substituted benzaldoximes using Pd-catalyzed C-H activation : Application to the synthesis of substituted 2-bromobenzaldehydes

Authors :
Emmanuelle Dubost
Frédéric Fabis
Sylvain Rault
Christine Fossey
Thomas Cailly
Centre d'Etudes et de Recherche sur le Médicament de Normandie ( CERMN )
Université de Caen Normandie ( UNICAEN )
Normandie Université ( NU ) -Normandie Université ( NU )
Centre d'Etudes et de Recherche sur le Médicament de Normandie (CERMN)
Université de Caen Normandie (UNICAEN)
Normandie Université (NU)-Normandie Université (NU)
Lesnard, Aurélien
Source :
Journal of Organic Chemistry, Journal of Organic Chemistry, American Chemical Society, 2011, 76 (15), pp.6414-6420
Publication Year :
2011
Publisher :
HAL CCSD, 2011.

Abstract

Substituted 2-bromobenzaldehydes were synthesized from benzaldehydes using a three-step sequence involving a selective palladium-catalyzed ortho-bromination as the key step. O-Methyloxime serves as a directing group in this reaction. A rapid deprotection of substituted 2-bromobenzaldoximes afforded substituted 2-bromobenzaldehydes with good overall yields.

Details

Language :
English
ISSN :
00223263 and 15206904
Database :
OpenAIRE
Journal :
Journal of Organic Chemistry, Journal of Organic Chemistry, American Chemical Society, 2011, 76 (15), pp.6414-6420
Accession number :
edsair.doi.dedup.....d57b869d959e7c9b5be5875d98ee0fb4