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

Farahnaz K. Behbahani|Parisa Ziaei
대한화학회|2014.02|대한화학회지 (Journal of the Korean Chemical Society)|제58권 제1호|pp. 44-48|DOI http://dx.doi.org/10.5012/jkcs.2014.58.1.44

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SynthesisFuranCatalyticPyranTetrahydroquinoline
주제분류화학

초록

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), InCl3 (10-20 mol%), ZrOCl2 (10 mol%), Sc(OTf)3 (3 mol%), PANI-InCl3 (10 mol%), I2 (20 mol%), InCl3 (5 mol%), 4-npa (25 mol%) and Cellulose-SO3H (0.03 g).

Abstract

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), InCl3 (10-20 mol%), ZrOCl2 (10 mol%), Sc(OTf)3 (3 mol%), PANI-InCl3 (10 mol%), I2 (20 mol%), InCl3 (5 mol%), 4-npa (25 mol%) and Cellulose-SO3H (0.03 g).

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