One Pot Synthesis of Medicinally Important cis‐2‐Methyl‐4‐amino substituted‐1,2,3,4‐tetrahydroquinolines |
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| Authors: | Kumar H C Kiran K M Mahadevan Varma P Prabhakara A Srinivasa |
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| Institution: | 1. Department of Post Graduate Studies and Research in Chemistry, School of Chemical Sciences, Kuvempu Univesity, Shankaraghatta‐577 451, Karnataka, India;2. Bioorganics and Applied Materials Pvt. Ltd., PIA, Bangalore‐58, Karnataka, India;3. Cdymax (India) Pharma Pvt. Ltd. 116/117, KIADB Industrial Area, Jigani, Bangalore‐560105, Karnataka, India |
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| Abstract: | A simple synthesis of medicinally important cis‐2‐methyl‐4‐azapan‐2‐one‐1,2,3,4‐tetrahydroquinolines/cis‐9‐(2‐methyl‐1,2,3,4‐tetrahydroquinolin‐4‐yl)‐9H‐carbazole was reported. Multicomponent one pot synthesis with anilines and N‐vinylcaprolactam/N‐vinyl carbazole via imino Diels‐Alder reaction by using antimony trichloride as catalyst and acetonitrile as solvent was employed. NMR technique (2D) was used to study the regio‐ and stereo‐chemistry of newly synthesized compounds. The cis diastereo‐selectivity of the products was predicted by COSY and NOESY studies. |
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| Keywords: | imino Diels‐Alder antimony trichloride tetrahydroquinoline N‐vinylcaprolactam N‐vinylcarbazole |
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