3-[Bis(alkylthio)methylene]pentane-2,4-diones (1a and 1b) have been investigated as nonthiolic and odorless thiol equivalents for thia-Michael addition reactions under solvent-free conditions. Promoted by HCl (aq.), the cleavage of compounds 1 took place, and the in-situ generated thiols underwent facile conjugate addition to α,β-unsaturated carbonyl compounds 2 affording the corresponding β-keto sulfides 3 in high yields.
Addition reactions O 0060 Solvent-Free Thia-Michael Addition Reactions Using 3-[Bis(alkylthio)methylene]pentane-2,4-diones as Efficient and Odorless ThiolEquivalents. -Facile acid-promoted thia-Michael addition reactions to various chalcone, aliphatic conjugated ketones and conjugated esters using α-oxo ketene-S,S-acetals (I) as practical, efficient and odorless thiol equivalents are described. -(LIN, C.; ZHAO, X.-L.; OUYANG, Y.; YU, H.-F.; DONG*, D.-W.; Chin.
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