Abstract

Herein, we report a metal-free and efficient method for the C(sp3)-H functionalization of 1,2,3,4-tetrahydroacridines at the C4-position by the addition of azodicarboxylates (C-N bond) and maleimides (C-C bond) using deep eutectic solvents (DESs) at 80 °C. The C4-functionalized 1,2,3,4-tetrahydroacridines were achieved with high atom efficiency, precise regioselectivity, and yields ranging from 70-96%. The practicality of the developed method has been demonstrated through gram-scale synthesis. Also the green-metrics were calculated for the developed method and it was found that the metrics are near to the ideal values.

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