Synthesis of ortho-alkoxy-aryl carboxamides via palladium-catalyzed aminocarbonylation

A Takacs, AR Abreu, AF Peixoto…

Index: Takacs, Attila; Abreu, Artur R.; Peixoto, Andreia F.; Pereira, Mariette; Kollar, Laszlo Synthetic Communications, 2009 , vol. 39, # 9 p. 1534 - 1548

Full Text: HTML

Citation Number: 16

Abstract

Abstract Various aryl carboxamides with alkoxy substituents at the ortho-position, applicable as direct intermediates toward novel ligands, were synthesised via aminocarbonylation of aryl-iodides (2-iodoanisole, 5-chloro-7-iodo-8-methoxy-quinoline, and 5-chloro-7-iodo-8- benzyloxy-quinoline) in the presence of in situ generated palladium (0) catalysts. Simple primary and secondary amines as well as aminoacid esters were used as N-nucleophiles. ...