1165802-38-9Relevant academic research and scientific papers
Synthesis of ortho-alkoxy-aryl carboxamides via alladium-catalyzed aminocarbonylation
Takacs, Attila,Abreu, Artur R.,Peixoto, Andreia F.,Pereira, Mariette,Kollar, Laszlo
, p. 1534 - 1548 (2009)
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. The optimization of the reaction conditions allowed the preferential formation of carboxamides or ketocarboxamides by simple or double carbon monoxide insertion, respectively. A strong dependence of the chemoselectivity on carbon monoxide pressure was observed. Copyright Taylor & Francis Group, LLC.
