Three complementary methods offering access to 5-substituted 1,2,3,4-tetrahydroisoquinolines

被引：18
|
作者：
Schlosser, M [1 ]
Simig, G [1 ]
Geneste, H [1 ]
机构：
[1] Univ Lausanne, Inst Chim Organ, CH-1015 Lausanne, Switzerland
来源：
TETRAHEDRON | 1998年 / 54卷 / 31期
关键词：
D O I：
10.1016/S0040-4020(98)00541-9
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The scope and limitations of three independent though related routes leading to 5-substituted tetrahydroisoquinolines are explored : the Pidet-Spengler type cyclization of ortho-substituted 2-phenylethylamines, the Pomeranz-Fritsch type cyclization of meta-substituted benzylamines and the electrophilic trapping of 5-lithiated 4-lithiooxytetrahydroquinolines. The introduction of the substituent relies in all three cases on a neighboring group assisted site selective metalation step. (C) 1998 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码：9023 / 9032
页数：10
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