Use of silica gel-supported aluminium chloride as reusable catalyst for expeditious synthesis of a novel series of 11-amino-12-aryl-hexahydro-5-oxa-6,13-diaza-indeno[1,2-b]anthracene derivatives

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• 作者：Majid Ghashang ; Syed Sheik Mansoor…
• 关键词：Triphenylphosphine (PPh3) ; Pyrano[3 ; 2 ; b]indole ; 3 ; carbonitrile ; 11 ; Amino ; 12 ; aryl ; hexahydro ; 5 ; oxa ; 6 ; 13 ; diaza ; indeno[1 ; 2 ; b]anthracene ; Silica gel ; supported aluminium chloride
• 刊名：Research on Chemical Intermediates
• 出版年：2015
• 出版时间：September 2015
• 年：2015
• 卷：41
• 期：9
• 页码：6665-6686
• 全文大小：728 KB
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• 作者单位：Majid Ghashang (1)
  Syed Sheik Mansoor (2)
  Krishnamoorthy Aswin (2)
  
  1. Faculty of Sciences, Najafabad Branch, Islamic Azad University, Najafabad, Esfahan, Iran
  2. Bioactive Organic Molecule Synthetic Unit, Research Department of Chemistry, C. Abdul Hakeem College, Melvisharam, 632 509, Tamil Nadu, India
  
• 刊物类别：Chemistry and Materials Science
• 刊物主题：Chemistry
  Catalysis
  Physical Chemistry
  Inorganic Chemistry
  
• 出版者：Springer Netherlands
• ISSN：1568-5675

文摘

Efficient synthesis of a novel series of 11-amino-12-aryl-hexahydro-5-oxa-6,13-diaza-indeno[1,2-b]anthracene derivatives has been achieved by cyclocondensation of 2-amino-4,5-dihydro-4-arylpyrano[3,2-b]indole-3-carbonitriles and cyclohexanone in the presence of silica gel-supported aluminium chloride (SiO2–AlCl3) as catalyst under thermal conditions. Thorough optimization of the experimental conditions enabled significant rate enhancement and excellent yields. The starting 2-amino-4,5-dihydro-4-arylpyrano[3,2-b]indole-3-carbonitriles were obtained by one-pot triphenylphosphine-catalyzed multicomponent condensation of 3-hydroxyindole, malononitrile, and aromatic aldehydes. The structures of all the synthesized compounds were established by use of advanced spectroscopic techniques.