A facile synthsis of 1,1-disubstituted 1,2,3,4-tetrahydro-β-carbolines via trifluoroacetic acid catalyzed Pictet-Spengler reaction using titanium(IV) isopropoxide as an imination reagent

被引:18
作者
Horiguchi, Y [1 ]
Nakamura, M [1 ]
Kida, A [1 ]
Kodama, H [1 ]
Saitoh, T [1 ]
Sano, T [1 ]
机构
[1] Showa Pharmaceut Univ, Machida, Tokyo 1948543, Japan
关键词
D O I
10.3987/COM-02-S79
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A synthesis of 1,1-disubstitued 1,2,3,4-tetrahydro-beta-carbolines (13) was achieved in a highly effective manner via the trifluoroacetic acid catalyzed Pictet-Spengler reaction of the keto imines (9) prepared from tryptamine (8) with acyclic and cyclic ketones using titanium(IV) isopropoxide as the imination reagent under one pot procedure. This reaction provides a convenient and general method for preparing various 1,2,3,4-tetrahydro-beta-carbolines derivatives.
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页码:691 / 705
页数:15
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