Regioisomeric functionalization of azo-bridged nitropyrazoles: Pushing the density limit of catenated nitrogen systems

Assembling of Nitropyrazoles into Tetranitroacetimidic Acid (TNAA): A Pathway to High-Performance Energetic Oxidizers through Dual C/N-Functionalization

“…As shown in Scheme 1, the precursors 1a and 1b were synthesized based on our previous reports. 13 The reactions involving N-alkylation with bromoacetone under alkaline conditions and 2a and 2b were readily obtained in 88% and 49% yields, respectively. The unexpected formation of 4 is the main reason for the low yield of 2b.…”

“…Herein, regioisomeric TNAA-like molecules containing 3,4-dinitropyrazole and 3,5-dinitropyrazole moieties were synthesized by straightforward nucleophilic substitution and nitration. As shown in Scheme , the precursors 1a and 1b were synthesized based on our previous reports . The reactions involving N-alkylation with bromoacetone under alkaline conditions and 2a and 2b were readily obtained in 88% and 49% yields, respectively.…”