Palladium-Catalyzed β-Mesylation of Simple Amide via Primary sp3C-H Activation.
A β-mesylation of primary sp3C-H bonds from simple amides with methanesulfonic anhydride (Ms2O) has been established successfully at 80 °C in a Pd(OAc)2(catalyst)/K2S2O8(oxidant)/CF3CH2OH (solvent) system. These amide substrates involve N-monosubstituted linear, branch, or cyclic alkanes, and electron-deficient benzyl compounds. The β-mesylated amide products can be converted easily to β-fluoroamides or β-lactams through inter- or intramolecular SN2 processes.
Department of Chemistry, Shanghai Jiao Tong University , 800 Dongchuan Road, Shanghai 200240, People's Republic of China.
Ren
R
Zhao
Department of Chemistry, Shanghai Jiao Tong University , 800 Dongchuan Road, Shanghai 200240, People's Republic of China.
Wenjun
0000-0001-8077-7060
W
Lu