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Preparation of Binary and Ternary Deep Eutectic Systems
Published on: October 31, 2019
Choline Chloride-Based Deep Eutectic Systems in Sequential Friedländer Reaction and Palladium-Catalyzed sp3 CH
Chitrala Teja1, Fazlur Rahman Nawaz Khan1
1Organic and Medicinal Chemistry Research Laboratory, School of Advanced Sciences, Vellore Institute of Technology, Vellore 632 014, Tamil Nadu, India.
Abstract:
A volatile organic solvent-free and choline chloride (ChCl)-based deep eutectic system (DES)-mediated sp3-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(PPh3)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 sp3-CH functionalization involves a wide scope of the substrates, high atom efficiency, chemoselectivity, and environmentally friendly strategy.
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