NUCLEOPHILIC SINGLET CARBENES IN INVERSE [4+1]CYCLOADDITION - NEW METHOD FOR SYNTHESIS OF ISOPYRAZOLE

被引：14

作者：

KUMMELL, A ^{[1
]}

SEITZ, G ^{[1
]}

机构：

[1] UNIV MARBURG,INST PHARMAZEUT CHEM,MARBACHER WEG 6,W-3550 MARBURG 1,GERMANY

来源：

TETRAHEDRON LETTERS | 1991年 / 32卷 / 24期

关键词：

D O I：

10.1016/0040-4039(91)85074-F

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Dimethoxycarbene, generated from the norbornadienone ketal 6 or from triethyl orthoformate 12a can be trapped by various 1,2,4,5-tetrazines 1 to yield the corresponding isopyrazoles 10 in high yields via [4+1]-cycloaddition followed by [4+2]-cycloreversion. The less nucleophilic methoxy- or chlorophenylcarbenes react with the most activated tetrazine 1a only.

引用

页码：2743 / 2746

页数：4

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