Synthesis of pyrazole- and thiazole-annulated 3-R-1,5-dinitro-3-azabicyclo[3.3.1]nonanes

Synthesis of pyrazole- and thiazole-annulated 3-R-1,5-dinitro-3-azabicyclo[3.3.1]nonanes Full article

Journal

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

Output data

Year: 2012, Volume: 61, Number: 3, Pages: 596-599 Pages count : 4 DOI: 10.1007/s11172-012-0086-6

Authors

Puchnin A.V. ¹ , Bastrakov M.A. ² , Starosotnikov A.M. ² , Popkov S.V. ¹ , Shevelev S.A. ²

Affiliations

1	D. I. Mendeleev University of Chemical Technology of Russia, 9 pl. Miusskaya, 125047, Moscow, Russian Federation
2	N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 119991, Moscow, Russian Federation

The previously unknown 3-R-1,5-dinitro-3-azabicyclo[3.3.1]nonanes fused to the pyrazole or thiazole rings were synthesized by the reductive cyclization of m-dinitroindazoles and benzothiazoles. The method is based on the reduction of carbon-carbon bonds in the benzene ring, which are activated by the meta-nitro groups, with NaBH4 followed by the Mannich reaction with formaldehyde and primary amines.

Puchnin A.V. , Bastrakov M.A. , Starosotnikov A.M. , Popkov S.V. , Shevelev S.A.
Synthesis of pyrazole- and thiazole-annulated 3-R-1,5-dinitro-3-azabicyclo[3.3.1]nonanes
Russian Chemical Bulletin. 2012. V.61. N3. P.596-599. DOI: 10.1007/s11172-012-0086-6 WOS Scopus OpenAlex

Web of science:	WOS:000312494700014
Scopus:	2-s2.0-84875730633
OpenAlex:	W2020477776

DB	Citing
OpenAlex	4
Scopus	1
Web of science	1