SYNTHESIS OF ISOQUINOLINES BY CYCLOADDITION OF ARYNES TO 1,2,4-TRIAZINES

被引：35

作者：

GONSALVES, AMD ^{[1
]}

MELO, TMVDPE ^{[1
]}

GILCHRIST, TL ^{[1
]}

机构：

[1] UNIV LIVERPOOL,DEPT CHEM,LIVERPOOL L69 3BX,ENGLAND

来源：

TETRAHEDRON | 1992年 / 48卷 / 33期

关键词：

D O I：

10.1016/S0040-4020(01)89873-2

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Benzyne has been generated from benzenediazonium-2-carboxylate in the presence of several 1,2,4-triazines 1 and isoquinolines 2 have been isolated in moderate yield. 1-Aminobenzotriazole was also used as the source of benzyne and isoquinolines were again isolated in moderate yield from these reactions. 4-Methylbenzyne, which was generated from 5-methylanthranilic acid, reacted unselectively with the triazines to give mixtures of 6- and 7-methylisoquinolines 3 and 4 On the other hand reactions of 3-methylbenzyne with the triazines 1d and 1e procceded with high regioselectivity, giving only the 5-methylisoquinoline 5a and the 8-methylisoquinoline 6b, respectively.

引用

页码：6821 / 6826

页数：6

共 22 条

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