• 제목/요약/키워드: Tetrahydroquinolines

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Synthesis of 1,2,3,4-Tetrahydroquinolines Using AlCl3 in Aqua Mediated

  • Behbahani, Farahnaz K.;Ziaei, Parisa
    • 대한화학회지
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    • 제58권1호
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    • pp.44-48
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    • 2014
  • Catalytic performance of Lewis acids have been investigated in the synthesis of 1,2,3,4-tetrahydroquinolines via cyclocondensation reaction of aniline derivatives with cyclic enol ethers such as 3,4-dihydro-2H-pyran and 2,3-dihydrofuran. The catalytic activity of various of these catalysts in different solvents was compared with other classical catalysts such as KSF clay (1.5 g), $InCl_3$ (10-20 mol%), $ZrOCl_2$ (10 mol%), $Sc(OTf)_3$ (3 mol%), PANI-$InCl_3$ (10 mol%), $I_2$ (20 mol%), $InCl_3$ (5 mol%), 4-npa (25 mol%) and Cellulose-$SO_3H$ (0.03 g).

Synthesis of Calycotomine via Pictet-Spengler Type Reaction of N,O-Acetal TMS Ethers as N-Acyliminium Ion Equivalents

  • Yang, Jung-Eun;In, Jin-Kyung;Lee, Mi-Sung;Kwak, Jae-Hwan;Lee, Hee-Soon;Lee, Soo-Jae;Kang, Han-Young;Suh, Young-Ger;Jung, Jae-Kyung
    • Bulletin of the Korean Chemical Society
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    • 제28권8호
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    • pp.1401-1404
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    • 2007
  • An efficient Pictet-Spengler type reaction of N,O-acetal TMS ethers for the practical synthesis of 1-substituted tetrahydroquinolines, medicinally important alkaloids, has been accomplished. To demonstrate the versatility of this novel procedure, the total synthesis of calycotomine, a representative 1-hydroxymethyl substituted tetrahydroisoquinoline, is also described.