One-Pot Sequential Synthesis of Alkenylated Dihydroquinolinones and Hexahydroacridinones in Deep Eutectic Solvent Medium

The
sequential synthesis of N-heterocycles from
saturated ketones poses significant challenges and has rarely been
reported. Herein, an efficient synthesis of alkenylated dihydroquinolinones 7 and hexahydroacridinones 8 is achieved from
saturated ketones 1 or 2 via dehydrogenation,
cyclization, oxidation, and α-alkenylation in choline chloride-based
deep eutectic solvent (DES) medium. This strategy provides alkenylated
dihydroquinolinones 7 and hexahydroacridinones 8 in excellent yield from low-cost, readily available starting
materials under environmentally benign conditions. Furthermore, the
synthesized compounds (4, 5, 7, and 8) were investigated for their photophysical properties
through absorption and emission spectral studies.