REACTION OF PYRAZOLE ADDITION TO QUINONES

被引：32

作者：

BALLESTEROS, P ^{[1
]}

CLARAMUNT, RM ^{[1
]}

ESCOLASTICO, C ^{[1
]}

MARIA, MDS ^{[1
]}

ELGUERO, J ^{[1
]}

机构：

[1] CSIC,INST QUIM MED,E-28006 MADRID,SPAIN

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1992年 / 57卷 / 06期

关键词：

D O I：

10.1021/jo00032a048

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The reactions of pyrazole, 4-nitropyrazole, 3,5-dimethylpyrazole, and 4-chloro-3,5-dimethylpyrazole with 1,4-benzoquinone in dioxane have been analyzed. Mono- and 2,3-bis-adducts were obtained and only in the case of pyrazole was a 2,5-bis(pyrazol-1-yl)-1,4-dihydroxybenzene formed. Further oxidation of the mono- and bis-adducts with 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) afforded the quinones, which in turn added 1 mol of azole (pyrazole and imidazole) to yield tetrapyrazolylquinols. Nitration of the 2,3-bis(pyrazol-1-yl)- and 2,3-bis(3,5-dimethylpyrazol-1-yl)-1,4-dihydroxybenzenes has been performed to prepare the corresponding 4-nitropyrazolyl derivatives.

引用

页码：1873 / 1876

页数：4

共 18 条

[1]

BUCHNER E, 1893, LIEBIGS ANN CHEM, V273, P165

[2] ADDITION REACTIONS OF QUINONES .2. THE SO-CALLED UNCATALYSED ADDITION OF ACETYL CHLORIDE TO BENZOQUINONE AND TOLU-2-5-QUINONE [J].