5897-46-1

Upstream product

• 73082-88-9 3-methanesulfonyl-3-methyl-but-1-ene 
• 40137-11-9 diethyl methylsulfonylmethylphosphonate 
• 78-84-2 isobutyraldehyde 
• 5897-45-0 γ,γ,-dimethylallyl methyl sulfide 
• 563-79-1 2,3-Dimethyl-2-butene 
• 16215-14-8 allyl methyl sulfone 
• 503-60-6 3,3-dimethyl-allyl chloride 
• 3680-02-2 methyl ethenyl sulphone 

Downstream Products

• 84602-89-1 2-methyl-4-(methylsulphonyl)-5-phenyl-2-pentene 

Relevant academic research and scientific papers

Bimolecular Cross-Metathesis of a Tetrasubstituted Alkene with Allylic Sulfones

Exquisite control of catalytic metathesis reactivity is possible through ligand-based variation of ruthenium carbene complexes. Sterically hindered alkenes, however, remain a generally recalcitrant class of substrates for intermolecular cross-metathesis.

Phase transfer catalysis (ptc): a convenient tool for generation and reactions of allyl sulphonyl carbanions

Allyl sulphones la-d or le react with alkyl halides (RX) in the presence of concentrated aqueous NaOH solution and tetrabutylammonium bromide (TBAB) as a catalyst to give, with high yields, mono(2a-d) or di-alkylated (3e) products, respectively. Under the same conditions sulphone If forms mixtures of the products, the composition of which depends on the structure of RX and the RX:lf ratio. With a,cu-dibromo alkanes, sulphones la,d-f give rise to cyclic products (7a,d-f) with low to excellent yields. With 4-nitrofluorobenzene (in solid NaOH-DMSO system) or vinyl acetate (by PTC) sulphone la affords the products 2al3 and 9a, respectively.

1,3-Rearrangement of allylic sulphones: Rearrangement-cyclisation of allylic 4-pentenyl sulphones

Allylic alkyl sulphones CH2:CHC(Me)2SO2R (R=Me, Et, iPr, tBu, CH2SiMe3, CH2CH2SiMe3, and CH2CH(OH)Me underwent 1,3-rearrangement on treatment with benzoyl peroxide in tBuOH. 1,3-Rearrangement did not occur in cases (R=CH2Ph, CH2COMe) where the intermediate sulphonyl radical RSO2· could undergo loss of sulphur dioxide to form a resonance-stabilised alkyl radical. Allylic 4-pentenyl sulphones undergo rearrangement with accompanying cyclisation of the intermediate radical, this process is more efficient if the allylic sulphone bears an electron withdrawing group at the β-position.

Reaction Mechanism of Cathodic Crossed Coupling of Acetone with Unsaturated Compounds in Acidic Solution

It was confirmed that the cathodic crossed coupling of acetone with unsaturated compounds in aqueous sulfuric acid could proceed smoothly, when the compounds which had radical-acceptable double bonds and were adsorbed on a mercury cathode were used.From this fact, it was concluded that the coupling occurs via the addition of a radical intermediate formed by the one-electron reduction of acetone to the double bonds on the cathode surface.Possibility of the addition of an anionic intermediate derived from acetone was excluded by no occurrence of the coupling of acetone with a polar acetylenic triple bond compound adsorbed on the cathode.

Synthesis of α,β-γ,δ-unsaturated sulfones and sulfoxides via the Horner-Emmons reaction

α,β-γ,δ-Unsaturated sulfones and sulfoxides have been prepared via the Horner-Emmons reaction of α,β-unsaturated carbonyl compounds with α-phosphoryl sulfones and sulfoxides.