NDLI: Room-Temperature ortho-Alkoxylation and -Halogenation of N-Tosylbenzamides by Using Palladium(II)-Catalyzed CH Activation

Content Provider	World Health Organization (WHO)-Global Index Medicus
Author	Fossey, Christine Fabis, Frédéric Péron, Florent Cailly, Thomas Sopkova-de Oliveira Santos, Jana
Description	Author Affiliation: Péron F ( Normandie Université (France))
Abstract	The N-tosylcarboxamide group can direct the room-temperature palladium-catalyzed CH alkoxylation and halogenation of substituted arenes in a simple and mild procedure. The room-temperature stoichiometric cyclopalladation of N-tosylbenzamide was first studied, and the ability of the palladacycle to react with oxidants to form CX and CO bonds under mild conditions was demonstrated. The reaction conditions were then adapted to promote room-temperature ortho-alkoxylations and ortho-halogenations of N-tosylbenzamides using palladium as catalyst. The scope and limitation of both alkoxylations and halogenations was studied and the subsequent functional transformation of the N-tosylcarboxamide group through nucleophilic additions was evaluated. This methodology offers a simple and mild route to diversely functionalized arenes.
ISSN	09476539
e-ISSN	15213765
Journal	Chemistry - A European Journal
Issue Number	24
Volume Number	20
Language	English
Publisher	Wiley-VCH;ChemPubSoc Europe
Publisher Date	2014-06-10
Publisher Place	Germany
Access Restriction	Open
Subject Keyword	Palladium Chemistry Catalysis Halogenation Molecular Structure Stereoisomerism Research Support, Non-U.S. Gov't
Content Type	Text
Resource Type	Article
Subject	Organic Chemistry Catalysis

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Room-Temperature ortho-Alkoxylation and -Halogenation of N-Tosylbenzamides by Using Palladium(II)-Catalyzed CH Activation