On the formation of uncommon pyrazoloazepines from 5-aminopyrazoles as by-products in the Clauson-Kaas reaction

Machine learning prediction of 3CL SARS-CoV-2 docking scores

“…Pyrazole derivatives are known for their biological and antiviral effects [85] . Furthermore, the coauthors from the Department of Organic Chemistry at SUT are experienced with their synthesis [86] , [87] . Hence, pyrazole derivatives were also included in this docking study.…”

Mass spectrometrical and quantum‐chemical study of pentafluorophenylhydrazones

“…Hydrazones are very useful intermediates in organic synthesis 1 for their possible broad application 2 . In continuation of our previouswork (synthetic exploitation of pentafluorophenylhydrazine), where we demonstrated its different reactivity in comparison with phenylhydrazine with 3‐oxo‐2‐ethoxymethylenebutanenitrile 3 or its reactions with various β,β‐activated enolethers 4 or in Clauson‐Kaas reaction, 5 we decided to study nucleophilic substitution of the azide anion with various pentafluorophenylhydrazones 1 listed in Table 1 (Figure 1).…”

“…Poly/perfluorinated aromatics are very frequently used substrates for numerous nucleophiles like azides, 5,[13][14][15] nitromethane, [16][17][18] cyanide anion, 19 or other nucleophiles. 20 They are employed as a principal step in the building of selective substituted (hetero)aromatics.…”

Synthesis of Pyrazoloazepines from 5‐Aminopyrazoles and Study of Their Cytotoxicity in Cancer Treatment

“…Our research group has previously reported a new synthesis of 1,6‐dihydropyrazolo[3,4‐ b ]azepines from 5‐aminopyrazoles [9] . The presented article aims to use this advantageous method for the synthesis of structurally different pyrazoloazepine series – N ‐substituted 1,8‐dihydropyrazolo[3,4‐ b ]azepines and to characterize their cytotoxicity using the enzymatic reduction of the tetrazolium salt to formazan, e. g. using the MTT assay with 3‐(4,5‐dimethylthiazole‐2‐yl)‐2,5‐diphenyltetrazolium bromide.…”