Choline Chloride-Based Deep Eutectic Systems in Sequential Friedländer Reaction and Palladium-Catalyzed sp(3) CH Functionalization of Methyl Ketones

[Image: see text] A volatile organic solvent-free and choline chloride (ChCl)-based deep eutectic system (DES)-mediated sp(3)-CH functionalization of acetophenones 1 with benzyl alcohols 2 to the corresponding α, β-saturated ketones 3 is accounted for. The domino dehydrogenation–aldol condensation (hydrogenation borrowing concept) has been successfully attempted with palladium-tetrakis(triphenylphosphine) [Pd(PPh(3))(4)] catalyst–xantphos ligand combination. Furthermore, a sequential Friedländer reaction of 2-aminobenzophenone 4 and palladium-catalyzed α-alkylation of the quinolinyl methyl ketone with benzyl alcohols 2 in ChCl-based DES have been successfully investigated. The C–C bond formation through sp(3)-CH functionalization involves a wide scope of the substrates, high atom efficiency, chemoselectivity, and environmentally friendly strategy.