79134-84-2Relevant academic research and scientific papers
Synthesis of β-amino-α,β-unsaturated ketone derivatives via sequential rhodium-catalyzed sulfur ylide formation/rearrangement
He, Jun,Man, Zengming,Shi, Yinping,Li, Chuan-Ying
, p. 4816 - 4823 (2015/05/13)
In the presence of a Rh(II) catalyst and β-(methylthio)-α,β-unsaturated ketones, 1-sulfonyl-1,2,3-triazoles can be converted into functionalized β-amino-α,β-unsaturated ketones via formation of α-imino rhodium carbene/sulfur ylide and subsequent rearrangement. The products decompose to useful 2-methylthiopyrrole derivatives conveniently in high yield.
Stepwise controlled reduction of α-oxoketene dithioacetals with Zn/ZnCl2-TMEDA in ethanol
Yadav, K. Mallik,Suresh, Joghee R.,Patro, Balaram,Ila, Hiriyakkanavar,Junjappa, Hiriyakkanavar
, p. 4679 - 4686 (2007/10/03)
α-Oxoketene dithioacetals 1 are shown to undergo highly selective conjugate reduction with Zn/ZnCl2-TMEDA in refluxing ethanol under controlled reaction conditions to afford β-methylthiomethylene ketones 6, β-methylthioketones 7 and the completely desulphurized α-methylketones 8 in sequential manner.
Regio- and chemoselective conjugate 1,4-reduction of α-oxoketene dithioacetals with sodium borohydride and sodium cyanoborohydride
Srinivasa Rao,Chakrasali,Ila, Hiriyakkanavar,Junjappa, Hiriyakkanavar
, p. 2195 - 2204 (2007/10/02)
Theα-oxoketene dithioacetals 1 are shown to undergo conjugate 1,4-reduction in highly regio- and chemoselective manner with sodium borohydride in acetic acid to afford the corresponding β-oxodithioacetals 5 in good yields. These results have been rational
Cation-Anion Combination Reactions. 20. Reactions of Nucleophiles with trans-3-Methoxy- and trans-3-(Methylthio)acrylophenones
Ritchie, Calvin D.,Kawasaki, Atsushi
, p. 4704 - 4708 (2007/10/02)
The reactions of a number of nucleophiles with trans-3-methoxyacrylophenone (MeOAcr) and with trans-3-(methylthio)acrylophenone (MeSAcr) in water and methanol have been studied.The reactions of amines produce enamines as the first observable products, and primary amines show simple kinetics: first-order with respect to amine and first-order with respect to the acrylophenone.Piperidine reactions show kinetics which are consistent with a change in the rate-determining step with a change in amine concentration.Methoxylamine reactions produce the monooximes, and semicarbazide reactions produce the monosemicarbazone with MeOAcr but the disemicarbazone with MeSAcr.The reactions of hydroxide ion produced the enolate of benzoylacetaldehyde, which, at the high base concentration used in the MeSAcr reaction, was further converted to acetophenone and formate ion.Methoxide and cyanide ion reactions given addition across the double bond.Rate constants for the reactions of MeOAcr are 20-1000 times greater than those for corresponding reactions of MeSAcr.There is a very good correlation of the rate constants for reactions of nucleophiles with MeOAcr and those with 2,4-dinitrophenyl acetate in both water and methanol solution.
