Selective O- and N-nitration of steroids fused to the pyrazole ring

被引：0
|
作者：
A. Kh. Shakhnes
I. L. Dalinger
A. S. Shashkov
E. I. Chernoburova
M. A. Shchetinina
I. V. Zavarzin
机构：
[1] Russian Academy of Sciences,N. D. Zelinsky Institute of Organic Chemistry
来源：
Russian Chemical Bulletin | 2018年 / 67卷
关键词：
steroids fused to the pyrazole ring; -nitration; -nitration; steroidal nitropyrazoles; steroidal nitrates; copper nitrate; nitric acid; carboxylic acid anhydrides;
D O I：
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学科分类号：
摘要：
Chemoselective methods for O- and N-nitration of steroids fused to the pyrazole ring were developed. The nitrating agents were acetyl, propionyl, and trifluoroacetyl nitrates generated from carboxylic acid anhydrides and either copper nitrate or nitric acid. Depending on the reaction conditions, the developed methods allow both selective nitration at the pyrazole nitrogen atom leaving intact the hydroxy group of steroid framework and dinitration giving rise to the corresponding nitrates of steroidal nitropyrazoles.
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页码：1920 / 1926
页数：6
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