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J Org Chem ; 82(13): 6946-6957, 2017 07 07.
Article in English | MEDLINE | ID: mdl-28617611

ABSTRACT

Pd-catalyzed arylation or benzylation of nitroazoles using aryl sulfonates or benzyl acetates is described. Electronically varied aryl tosylates and mesylates, as well as benzyl acetates, afford the arylated and benzylated products. Arylation of nitrobenzene is also reported. The relative rate for the arylation of halides is greater than that of tosylates using the reported reaction parameters. These studies enhance the scope of electrophiles for nitroarene arylations and benzylations, which was hitherto limited to the use of halide electrophiles.


Subject(s)
Arylsulfonates/chemistry , Benzyl Compounds/chemistry , Palladium/chemistry , Catalysis , Proton Magnetic Resonance Spectroscopy , Spectrometry, Mass, Electrospray Ionization , Spectrophotometry, Infrared
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