Three-component synthesis of tetrazolo-pyrimidines annelated by C6 to C8 carbocycles

α-Aminoazoles/azines: key reaction partners for multicomponent reactions

“…cyclohexanone, cycloheptanone, and cyclooctenone, for 40-50 min, resulting in the formation of cyclanotetrazolopyrimidines 240 in moderate yields (Scheme 75). 155 The regiospecicity of the reaction was conrmed by the 1 H NMR spectra of the reaction mixture, where only signals corresponding to linearly fused carbo-and heterocycles in the tetrazolocyclanopyrimidines appeared. No signal was detected for the angular regioisomer.…”

Aminoazole-Based Diversity-Oriented Synthesis of Heterocycles

“…ABC type multicomponent cyclization of 5-aminotetrazole ( 5b ) (X = N), different aromatic and heteroaromatic aldehydes 1 and ketones 12 ( n = 2–4) under heating without solvent afforded only one linear isomer 16 (Matveeva et al, 2013 ), while the same reaction involving 3-amino-1,2,4-triazole ( 5a ) (X = CH) resulted in formation of the mixture of isomeric cycloalkatriazolopyrimidines 17 and 18 (Figure 2 ; Matveeva et al, 2015 ). The analogous to compounds 16 linear tetrahydrobenzo[ h ]tetrazoloquinazolines were yielded in the condensation of the reagents 1 , 5b with α-tetralone acting as CH-acid (Kantin and Krasavin, 2016 ).…”