A new multicomponent synthesis of 1,2,3,4-tetrahydroquinolines

被引:45
作者
Annunziata, R [1 ]
Cinquini, M [1 ]
Cozzi, F [1 ]
Molteni, V [1 ]
Schupp, O [1 ]
机构
[1] UNIV MILAN,DIPARTIMENTO CHIM ORGAN & IND,I-20133 MILAN,ITALY
关键词
D O I
10.1016/S0040-4020(97)00594-2
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The synthesis of a variety of differently substituted 1,2,3,4-tetrahydroquinolines by a new three-component reaction involving an imine (Ar-N=CHR), an a-branched and enolizable aldehyde ((RRCHCHO)-R-1-C-2), and a nucleophile (ROH, ArSH, ArNH2, H2O) is described. The in situ generation of the imine (that allows a four-component process), and the reactions of an enantiomerically pure imine and/or aldehyde were also studied. A short discussion of the reaction mechanism is reported. (C) 1997 Elsevier Science Ltd.
引用
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页码:9715 / 9726
页数:12
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