(Chemical Equation Presented) Direct synthesis of 2-substituted 5-oxazolecarbaldehydes was performed by intramolecular reaction of propargylamides through treatment with a catalytic amount of Pd(II) salts in the presence of a stoichiometric amount of reoxidant agent. The heterocyclization process was well-tolerated by a wide range of aryl, heteroaryl, and alkyl propargylamides. This protocol constitutes a valuable synthetic pathway to 5-oxazolecarbaldehydes, alternative to the formylation on oxazole rings, often unsatisfactory in term of regioselectivity and yields.
|Titolo:||Intramolecular Pd(II)-Catalyzed Cyclization of Propargylamides : Straightforward Synthesis of 5-Oxazolecarbaldehydes|
BECCALLI, EGLE MARIA (Primo)
|Settore Scientifico Disciplinare:||Settore CHIM/06 - Chimica Organica|
|Data di pubblicazione:||2008|
|Digital Object Identifier (DOI):||10.1021/jo800621n|
|Appare nelle tipologie:||01 - Articolo su periodico|