3-Triazolylquinoxalines can be readily synthesized by applying two complementary synthetic protocols starting from heterocyclic p nucleophileso r( hetero)arylg lyoxylic acids in ac onsecutive four-or five-component reaction. Conceptually,t he sequential use of as ingle cuprous salt for alkynylation and Cu-catalyzed alkyne-azidec ycloaddition (CuAAC) in ao ne-pot fashion sets the stage for activation-alkynylation-cyclocondensation-CuAAC or glyoxylation-alkynyl-ation-cyclocondensation-CuAACs equences in good yields. The diversity-oriented generation of differently substituted 3-triazolylquinoxalines is an excellent entry to tunable emission solvatorchromic fluorophores with triazole ligation.T he electronic structure,c orroborated by DFT and TD-DFT calculations,r ationalizes the charge transfer character of relevant absorptions and large Stokes shifts as well as the electronic innocence of the triazole substituents.
The sequentially copper‐catalyzed glyoxylation‐alkynylation‐cyclocondensation‐alkyne‐azide cycloaddition process is a consecutive multicomponent reaction to furnish emission tunable 3‐triazolylquinoxalines in a one‐pot fashion and in good yields. Due to the pronounced charge‐transfer character of the excited state, the luminophores are solvatochromic with large Stokes shifts. For more information, see the Full Paper by T. J. J. Müller and co‐workers on page 9447 ff.
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