Free radical cyclization reactions of allylsulfonyl substituted N-aryl amide derivatives

Che Ping Chuang, An I. Tsai, Ming Yi Tsai

研究成果: Article同行評審

20 引文 斯高帕斯(Scopus)

摘要

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.

原文English
頁(從 - 到)3293-3301
頁數9
期刊Tetrahedron
69
發行號15
DOIs
出版狀態Published - 2013 四月 15

All Science Journal Classification (ASJC) codes

  • 生物化學
  • 藥物發現
  • 有機化學

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