New Reactivity of Oxaziridine: Pd(II)-Catalyzed Aromatic C–H Ethoxycarbonylation via C–C Bond Cleavage

• Published in: Organic letters Vol. 13; no. 19; pp. 5244 - 5247
• Main Authors: Peng, Xingao, Zhu, Yingguang, Ramirez, Thomas A, Zhao, Baoguo, Shi, Yian
• Format: Journal Article
• Language: English
• Published: WASHINGTON American Chemical Society 07.10.2011; Amer Chemical Soc
• Subjects: Chemistry; Chemistry, Organic; Physical Sciences; Science & Technology; PD-CATALYZED DIAMINATION; PALLADIUM; ACTIVATION; COUPLING REACTIONS; CU(I)-CATALYZED REGIOSELECTIVE DIAMINATION; CONJUGATED DIENES; ARYL; CARBOXYLATION; CATALYZED ASYMMETRIC EPOXIDATION; TERMINAL OLEFINS

A novel Pd(II)-catalyzed aromatic C–H ethoxycarbonylation with oxaziridine involving C–C bond cleavage is described. Various aromatic 2-phenylpyridines and related compounds as well as aryl ureas can be effectively ethoxycarbonylated. A catalytic cycle involving Pd(II) and Pd(IV) is proposed.