Synthesis of racemic 1,2,3,4-tetrahydroisoquinolines and their resolution

被引：0
|
作者：
Suna E. [1 ]
Trapencieris P. [1 ]
机构：
[1] Latvian Inst. of Organic Synthesis
来源：
Chemistry of Heterocyclic Compounds | 2000年 / 36卷 / 3期
关键词：
1,2,3,4-isoquinolines; Dihydroisoquinolines; Resolution of isomeric tartrates;
D O I：
10.1007/BF02256866
中图分类号：
学科分类号：
摘要：
1-Aniline-substituted 3,4-dihydroisoquinolines were obtained in various ways using the Bischler-Napieralski reaction. The effect of the protecting group at the aniline nitrogen atom on the course of the reaction has been studied and it was found that the N-phthalyl group was stable under the cyclization conditions. The dihydroisoquinolines were reduced to the racemic 1,2,3,4-tetrahydroisoquinolines which were resolved by crystallization of the diastereomeric tartrates. Two examples of 1,2,3, 4-tetrahydroisoquinolines were obtained in optically pure form (>99% ee).
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页码：287 / 300
页数：13
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