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One-Pot Synthesis of Fused Benzo[c]carbazoles by Photochemical Intramolecular Annulation of 3-Acyl-2-haloindoles with Tethered Styrenes

  作者 LU SHENCI; WEI SHICHAO; WANG WEIXIA; ZHANG WEI; TU ZHIFENG  
  选自 期刊  European Journal of Organic Chemistry;  卷期  2011年-29;  页码  5905-5910  
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[摘要]An efficient procedure for the synthesis of fused benzo[c]carbazoles has been achieved in moderate to high yields by the one-pot photochemical annulation of 3-acyl-2-haloindoles with tethered styrenes by photoinduced electron-transfer coupling, electrocyclic reactions, and deacylative aromatization in the presence of pyridine. Fused furo[2,3-c]carbazoles were also synthesized under the same conditions. 5,6-Dihydrobenzo[c]pyrrolo[1,2,3-lm]carbazoles were oxidized by DDQ to afford aromatic benzo[c]pyrrolo[1,2,3-lm]carbazole products in moderate to high yields.

 
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