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

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

Journal

Russian Chemical Bulletin
ISSN: 1573-9171 , E-ISSN: 1066-5285

Output data

Year: 2018, Volume: 67, Number: 10, Pages: 1920-1926 Pages count : 7 DOI: 10.1007/s11172-018-2308-z

Authors

Shakhnes A.Kh. ¹ , Dalinger I.L. ¹ , Shashkov A.S. ¹ , Chernoburova E.I. ¹ , Shchetinina M.A. ¹ , Zavarzin I.V. ¹

Affiliations

1	N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russian Federation

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.

Shakhnes A.K. , Dalinger I.L. , Shashkov A.S. , Chernoburova E.I. , Shchetinina M.A. , Zavarzin I.V.
Selective O- and N-nitration of steroids fused to the pyrazole ring
Russian Chemical Bulletin. 2018. V.67. N10. P.1920-1926. DOI: 10.1007/s11172-018-2308-z WOS Scopus OpenAlex

≡ Web of science:	WOS:000451765500021
≡ Scopus:	2-s2.0-85057526541
≡ OpenAlex:	W2903258674