Electrochemical C(sp3)–C(sp3) cross-dehydrogenative coupling: enabling access to 9-substituted fluorescent acridanes?

Chemical Communications Pub Date: 2023-06-13 DOI: 10.1039/D3CC02127K

Abstract

A straightforward strategy for direct access of C9-functionalized N-alkyl-acridanes in good to excellent yields has been established via a metal- and external oxidant-free sustainable electrochemical C(sp3)–C(sp3) cross-dehydrogenative coupling reaction between acridanes and benzo fused lactones at ambient temperature. A broad substrate scope with superior functional-group tolerance via anodic oxidation of acridanes permitted the synthesis of a vast spectrum of fluorescence-active acridanes with high quantum yields.

Graphical abstract: Electrochemical C(sp3)–C(sp3) cross-dehydrogenative coupling: enabling access to 9-substituted fluorescent acridanes
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