92610-46-3Relevant academic research and scientific papers
Ethyl glyoxylate N -tosylhydrazone as sulfonyl-transfer reagent in base-catalyzed sulfa-Michael reactions
Fernandez, Maitane,Uria, Uxue,Orbe, Lucia,Vicario, Jose L.,Reyes, Efraim,Carrillo, Luisa
, p. 441 - 445 (2014/01/17)
Ethyl glyoxylate N-tosylhydrazone has been identified as an excellent sulfonyl anion surrogate in the DBU-catalyzed conjugate addition reaction with enones and enals for the synthesis of functionalized sulfones. The reaction proceeds under base-catalyzed conditions and provides a direct access to γ-keto- and γ-hydroxy sulfones in a simple and reliable way through a sulfa-Michael reaction that proceeds with high yield and chemoselectivity.
AN EFFICIENT REAGENT FOR SYNTHESIS OF α,β-UNSATURATED ALDEHYDES 3-METHYLTHIO-2-PROPENYL p-TOLYL SULFONE
Ogura, Katsuyuki,Iihama, Teruyuki,Takahashi, Kazumasa,Iida, Hirodata
, p. 2671 - 2674 (2007/10/02)
Alkylation of 3-methylthio-2-propenyl p-tolyl sulfone (1) with an alkyl halide and a base (NaH or KOH-TOMAC) took place at the position α to the sulfonyl group to give optionally a mono- or dialkylated product (2 or 3), which was converted to β-monosubstituted or β,β-disubstituted α,β-unsaturated aldehyde (6 or 7), respectively, by TiCl4-assisted hydrolysis followed by the removal of p-toluenesulfinic acid.
