Preparation of 2,5-disubstituted oxazoles from N-propargylamides.
[reaction: see text] 2,5-Disubstituted oxazoles have been prepared through the reaction of N-propargylamides with aryl iodides in the presence of Pd(2)(dba)(3), tri(2-furyl)phosphine, and NaO(t)()Bu. The reaction appears to proceed through a palladium-catalyzed coupling step followed by the in situ cyclization of the resultant coupling product.
Arcadi
A
A
Dipartimento di Chimica Ingegneria Chimica e Materiali della Facoltà di Scienze, Università de L'Aquila, Via Vetoio, Coppito Due, I-67100 L'Aquila, Italy.
Cacchi
S
S
Cascia
L
L
Fabrizi
G
G
Marinelli
F
F
D000577:Amides / Q000138:chemical synthesis*; D002384:Catalysis; D003500:Cyclization; D007202:Indicators and Reagents; D010080:Oxazoles / Q000138:chemical synthesis*; D010165:Palladium / Q000737:chemistry; D010293:Pargyline / Q000031:analogs & derivatives* / Q000138:chemical synthesis*; D012997:Solvents
D000577:Amides; D007202:Indicators and Reagents; D010080:Oxazoles; D012997:Solvents; D010165:Palladium; D010293:Pargyline