1427668-40-3Relevant academic research and scientific papers
Free radical cyclization reactions of allylsulfonyl substituted N-aryl amide derivatives
Chuang, Che-Ping,Tsai, An-I,Tsai, Ming-Yi
supporting information, p. 3293 - 3301 (2013/04/24)
p-Toluenesulfonyl radical can be generated by the manganese(III) acetate oxidation of sodium p-toluenesulfinate. The corresponding alkyl radicals could be produced effectively by the p-toluenesulfonyl radical induced radical reaction of allylsulfonyl substituted N-aryl amides. These alkyl radicals undergo 5-exo-trig, 6-endo-trig, or 6-exo-trig cyclization onto the aromatic ring effectively. The product distribution is highly dependent on the substituent of aromatic ring and the stability of radical intermediate. This p-toluenesulfonyl radical induced reaction provides a synthetically useful method for the synthesis of dihydroquinolinones, azaspirocyclic cyclohexadienes, and spirodihydroquinolinones.
