Efficient synthesis of 3-aroylcinnolines from aryl methyl ketones

Studies with 2-arylhydrazono-3-oxopropanals: Routes for the synthesis of pyridazine-3,4-dicarboxylate and 3,5-diaroyl pyrazoles

“…It was shown that derivatives of 3 are useful starting materials for a variety of heterocycles. [2][3][4][5][6] Therefore, in conjunction with this work, we report this study aimed at establishing, with certainty the previous conclusions. Our results were confirmed via X-ray crystal determinations and extended previously reported findings 6 in order to see if this constitutes a new general route for the preparation of dialkylpyridazine dicarboxylates as well as 3,5-diaroylpyrazoles.…”

Gas‐phase pyrolysis in organic synthesis: New route for synthesis of functionally substituted imidazoles

“…Compound 4 in turn could be prepared via reacting 1,2,3-triazole 5 with chloropropanone. Although the symmetric 1-(1,2,3-triazol-2-yl)propanone 6 might also be expected in the reaction, only 4 was formed as established by 1 H NMR spectrum of the reaction product which revealed two doublets at = 7.77 and 7.97 ppm (J = 1.3 Hz). These are interpretable for 1,2,3-triazole H-4 and H-5.…”

“…Gas-phase pyrolyses of functionally substituted arylhydrazones have been shown to be an efficient route in the synthesis of otherwise not readily obtainable heteroaromatics [1][2][3]. In an earlier study, we were able to show that gas-phase pyrolysis of benzotriazolylarylhydrazono ketones 1 is a useful alternative process for the synthesis of benzimidazoles 2 (Scheme 1) [4].…”

Synthesis of a new tricylic ring system: [1,2,3]triazolo[1,5-b]cinnolinium salt

“…Al-Alwadi et al 4 a few years ago seemed the most suitable for our purpose. These authors found that such ketones (6) can be obtained via a 3-step pathway starting from substituted benzophenones (3).…”