Title: Synthesis of 2,6-diazatricyclododecanes from 2-hydroxy-3,5-dinitropyridine.
Authors: Morozova, E.; Yakunina, I.; Blokhin, I.; Shakhkel'dyan, I.; Atroshchenko, Yu.
Abstract: The article presents a study on the transformation of 2-hydroxy-3,5-dinitropyridine into tricyclic bispidine derivatives via nucleophilic addition of acetone carbodianion and double Mannich condensation. The study used 2-Hydroxy-3,5-dinitropyridine that was synthesized by nitration of 2-hydroxypyridine. treatment of 2-hydroxy-3,5-dinitropyridine (I) in acetone leads to the formation of 6-substituted 4,8-dinitro-2,6- diazatricyclo[6.4.0.04,9]dodecane-3,11-diones IIIa and IIIb.
Subjects: HYDROXY acids; NUCLEOPHILIC addition (Chemistry); ACETONE; CONDENSATION; CHEMICAL synthesis; NITRATION; HYDROXYPYRIDINES
Publication: Russian Journal of Organic Chemistry, 2012, Vol 48, Issue 10, p1384
ISSN: 1070-4280
Publication type: Academic Journal
DOI: 10.1134/S1070428012100235

Synthesis of 2,6-diazatricyclododecanes from 2-hydroxy-3,5-dinitropyridine.

Morozova, E.; Yakunina, I.; Blokhin, I.; Shakhkel'dyan, I.; Atroshchenko, Yu.