One Pot Synthesis of Medicinally Important cis-2.Methyl-4-am i no s u bstituted-1,2,3,4-tetrahyd roq u i nolines  

One Pot Synthesis of Medicinally Important cis-2.Methyl-4-am i no s u bstituted-1,2,3,4-tetrahyd roq u i nolines

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作  者:Kiran,Kumar H.C Mahadevan,K.M Prabhakara,VarmaP Srinivasa,A 

机构地区:[1]Department of Post Graduate Studies and Research in Chemistry,School of Chemical Sciences,Kuvempu Univesity,Shankaraghatta-577451,Karnataka,India [2]Bioorganics andApplied Materials Pvt.Ltd.,PIA,Bangalore-58,Karnataka,India [3]Cdymax(India)Pharma Pvt.Ltd.116/117,KIADB Industrial Area,Jigani,Bangalore-560105,Karnataka,India

出  处:《Chinese Journal of Chemistry》2012年第3期534-540,共7页中国化学(英文版)

摘  要:A simple synthesis of medicinally important cis-2-methyl-4-azapan-2-one-1,2,3,4-tetrahydroquinolines/cis-9- (2-methyl-l,2,3,4-tetrahydroquinolin-4-yl)-9H-carbazole was reported. Multicomponent one pot synthesis with ani- lines 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.A simple synthesis of medicinally important cis-2-methyl-4-azapan-2-one-1,2,3,4-tetrahydroquinolines/cis-9- (2-methyl-l,2,3,4-tetrahydroquinolin-4-yl)-9H-carbazole was reported. Multicomponent one pot synthesis with ani- lines 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.

关 键 词:imino Diels-Alder antimony trichloride TETRAHYDROQUINOLINE N-VINYLCAPROLACTAM N-VINYLCARBAZOLE 

分 类 号:O621.25[理学—有机化学] TQ457.29[理学—化学]

 

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