Thiazolo[5,4‐ f ]quinoxalines, Oxazolo[5,4‐ f ]quinoxalines and Pyrazino[ b,e ]isatins: Synthesis from 6‐Aminoquinoxalines and Properties

: The regioselective iodination of different 2-mono-, 3-mono- and 2,3-disubstituted 6-aminoquinoxalines, which takes place at their 5-position, was rationalized on the basis of Hückel theory calculations. Oxazolo- and thiazolo[5,4- f ]quinoxaline analogues of reported disease-related protein kinases inhibitors were synthesized from the obtained 6-amino-5-iodoquinoxalines by using as key steps copper-catalyzed azole ring formation. Pyrazino[ b,e ]isatins were for the first time obtained from the same substrates by recourse to Sonogashira coupling, alkyne hydration and oxidative cyclization. The absorption and emission properties of the most promising compounds were recorded. In addition, most of the synthesized polycycles were evaluated as protein kinase inhibitors and for their antiproliferative activity towards cancer cells. While by functionalization and cyclization, the was obtained by Sonogashira coupling, alkyne hydration and oxidative cyclization. Most of the synthesized polycycles were evaluated in

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