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LETTERSynlett 2006: 3167-3169  
DOI: 10.1055/s-2006-944215

© Georg Thieme Verlag Stuttgart · New York

 

A Convenient Protocol for the Synthesis of Hindered Aryl Malononitriles
 
Anita Schnyder*a, Adriano F. Indoleseb, Thomas Maetzkec, Jean Wengerd, Hans-Ulrich Blasera
a Solvias AG, Postfach, 4002 Basel, Switzerland
Fax: +41(61)6866311; e-Mail: anita.schnyder@solvias.com;
b Novasep AG, Gempenstr. 6, 4133 Pratteln, Switzerland
c Polyphor AG, Gewerbestr. 14, 4123 Allschwil, Switzerland
d Syngenta AG, Postfach, 4002 Basel, Switzerland
Received 8 March 2006

Abstract

A technically feasible method has been developed for the synthesis of variety of aryl malononitriles in high yields (70-95%) using the palladium-catalyzed coupling reaction of malononitrile with aryl bromides and chlorides, respectively. The influence a ­several reaction parameters such as base, ligand, solvent or tem­perature were investigated in some detail.

Key words

arylation - aryl malononitrile - C-C coupling reaction - Pd catalysis - oxopyrazoline herbicide

 
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