An atom-economic and odorless thia-Michael addition in a deep eutectic solvent

Deep Eutectic Solvents: The Organic Reaction Medium of the Century

“…Among them, the beneficial activating effects of DES have been demonstrated in different conjugate additions, such as the thiaMichael addition to α,β-unsaturated carbonyl compounds, [79,80] and the addition of activated methylene derivatives to chalcones, as depicted in Figure 4 for representative examples. For instance, the mixture L-(+)-tartaric acid-DMPU (3:7 molar ratio) has been employed very recently as solvent and catalyst for the Michael addition of a variety of Narylhomophthalimides and chalcones.…”

Recent Advances in Aryl Alkyl and Dialkyl Sulfide Synthesis

“…Finally, a mild, practical and efficient protocol reported by Azizi's group who utilized thiourea in the presence of low-melting eutectic solvents to synthesize various dialkyl sulfides (Scheme 66) [152]. …”

Deep Eutectic Solvents in Organic Synthesis

“…A final nucleophilic reaction in CC/U is a three component thia-Michael reaction. [26] (Scheme 4) In this case, the combination of an alkyl halide, thiourea, a Michael acceptor, and sodium hydroxide afforded very good yields of the thia-Michael products after short (< 2 hours) reaction times at 60 °C. A wide range of alkyl halides, including one example of a secondary one (bromocyclopentane) worked as did a range of Michael acceptors, including acrylates and cyclohexenone.…”