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REACTIONS OF 2-(LITHIOMETHYL)PHENYL ISOCYANIDES WITH METHYL 1-METHYLINDOLE-3-CARBOXYLATE: ELABORATIONS OF THE ADDUCTS TO 5H-BENZ[2,3]AZEPINO[5,6-c]INDOL-12-ONE AND 2,3 '-BIINDOLYL DERIVATIVES

  作者 KOBAYASHI KAZUHIRO; NAKAI DAISUKE; FUKAMACHI SHUHEI; KONISHI HISATOSHI  
  选自 期刊  Heterocycles;  卷期  2009年78-11;  页码  2769-2776  
  关联知识点  
 

[摘要]It has been found that when 2-(lithiomethyl)phenyl isocyanides were allowed to react with methyl 1-methylindole-3-carboxylate, the corresponding 1,4-and/or 1,2-adducts were obtained. The 1,4-adducts could be transformed into 6,11-dihydro-5H-benz[2,3]azepino[5,6-b]indol-12-ones derivatives by acid hydrolysis, followed by lactamization and subsequent dehydrozgenation. The transformation of the 1,2-adducts into 2,3'-biindolyls was accomplished by a sequential treatment with hydrochloric acid and aqueous sodium hydroxide.

 
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