22397-43-9Relevant academic research and scientific papers
Iodine(III)-promoted synthesis of oxazoles through oxidative cyclization of N -styrylbenzamides
Hempel, Christian,Nachtsheim, Boris J.
, p. 2119 - 2123 (2013/10/21)
The hypervalent iodine reagent PhI(OTf)2, generated in situ, has been successfully utilized in an intramolecular oxidative cyclization of N-styrylbenzamides. In remarkably short reaction times, the desired 2,5-disubstituted oxazoles were isolated in high yields in this metal-free oxidative C-O bond-forming reaction. Georg Thieme Verlag Stuttgart, New York.
A new approach to ring expansion of keto aziridines to 2,5-diaryloxazoles
Samimi, Heshmat A.,Mohammadi, Somaye
supporting information, p. 223 - 225 (2013/03/13)
Ring expansion of keto aziridines to the corresponding 2,5-diaryl oxazoles in the presence of dicyclohexyl carbodiimide and iodine under refluxing acetonitrile conditions is described. A plausible mechanism is proposed. Georg Thieme Verlag Stuttgart New York.
Room temperature copper(II)-catalyzed oxidative cyclization of enamides to 2,5-disubstituted oxazoles via vinylic C-H functionalization
Cheung, Chi Wai,Buchwald, Stephen L.
, p. 7526 - 7537 (2012/10/30)
A copper(II)-catalyzed oxidative cyclization of enamides to oxazoles via vinylic C-H bond functionalization at room temperature is described. Various 2,5-disubstituted oxazoles bearing aryl, vinyl, alkyl, and heteroaryl substituents could be synthesized in moderate to high yields. This reaction protocol is complementary to our previously reported iodine-mediated cyclization of enamides to afford 2,4,5-trisubstituted oxazoles.
C-H bond activation: A versatile protocol for the direct arylation and alkenylation of oxazoles
Besselievre, Francois,Lebrequier, Sabrina,Mahuteau-Betzer, Florence,Piguel, Sandrine
experimental part, p. 3511 - 3518 (2010/02/28)
The versatile palladium, complex Pd(PPh3)4 catalyses both direct arylation and alkenylation of oxazoles efficiently. The method is regioselective and stereospecific with respect to bromoalkenes and tolerates a wide range of functional groups.
Ligandless microwave-assisted Pd/Cu-catalyzed direct arylation of oxazoles
Besselievre, Francois,Mahuteau-Betzer, Florence,Grierson, David S.,Piguel, Sandrine
, p. 3278 - 3280 (2008/09/19)
(Chemical Equation Presented) An efficient microwave-assisted palladium/copper co-mediated direct arylation of oxazoles with aryl bromides under ligandless conditions has been developed. The method is functional group tolerant and provides rapid access to medicinally relevant compounds in good yields. Coupled to the van Leusen oxazole ring synthesis, this methodology is illustrated by an expedient two-step synthesis of the four 2,5-diaryloxazole alkaloids texamine, texaline, balsoxin, and O-Me-halfordinol from commercially available starting materials.
