PYRAZOLE STUDIES .20. NUCLEOPHILIC BEHAVIOR OF DBU AND DBN IN REACTIONS WITH 4-HALO-3,5-DIMETHYL-1-NITRO-1H-PYRAZOLES

被引：49

作者：

LAMMERS, H

COHENFERNANDES, P

HABRAKEN, CL

机构：

[1] University of Leiden, Gorlaeus Laboratories, 2300 RA Leiden

来源：

TETRAHEDRON | 1994年 / 50卷 / 03期

关键词：

D O I：

10.1016/S0040-4020(01)80801-2

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Addition of 3 equivalents of DBU or DBN to a solution of 4-halo-3,5-dimethyl-1-nitro-1H-pyrazole (5a-c) in acetonitrile affords the unexpected products 6a-c and 7a-c in fair to good yields. A reaction mechanism is proposed involving an elimination of HNO2 giving a diazafulvene intermediate 8 followed by the addition of a second molecule of DBU or DBN to 8.

引用

页码：865 / 870

页数：6

共 17 条

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