Novel oxidative routes to N-arylpyridoindazolium salts

• Oleg A. Levitskiy,
• Yuri K. Grishin and
• Tatiana V. Magdesieva

Beilstein J. Org. Chem. 2024, 20, 1906–1913, doi:10.3762/bjoc.20.166

• -stage functionalization; easily available ortho-pyridyl-substituted diarylamines are used as the precursors. Keywords: anodic oxidation; diarylamines; electrochemical cyclization; pyridoindazolium salts; reversible ring closure; Introduction Aromatic polyfused N-heterocycles are of interest as a

• popular structural motif of many biologically active alkaloids and other molecules of therapeutic interest [1][2][3][4]. Polycyclic N-heteroaromatics also often exhibit intercalating properties [5][6][7][8][9]. Pyridoindazolium salts can be considered as one of the typical representatives of polyfused N

• . Voltammetry studies of the electrochemical behavior of the novel pyridoindazolium salts and the starting diarylamines were performed confirming a possibility for their reversible redox interconversion. Results and Discussion Chemical oxidation Three previously reported ortho-pyridine-substituted diarylamines