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

页码：9023 / 9032

页数：10

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