80283-64-3

Upstream product

• 14371-10-9 (E)-3-phenylpropenal 
• 40137-11-9 diethyl methylsulfonylmethylphosphonate 
• 89278-87-5 C₈H₉ClO₂S 
• 103-64-0 bromostyrene 
• 3680-02-2 methyl ethenyl sulphone 
• 16939-57-4 (E)-buta-1,3-dienylbenzene 
• 67-68-5 dimethyl sulfoxide 

Relevant academic research and scientific papers

Ammonium iodide-induced sulfonylation of alkenes with DMSO and water toward the synthesis of vinyl methyl sulfones

A novel ammonium iodide-induced sulfonylation of alkenes with DMSO and water toward the synthesis of vinyl methyl sulfones is described. The process proceeded smoothly under metal-free conditions with high stereoselectivity and good functional group toler

Palladium-tetraphosphine complex catalysed heck reaction of vinyl bromides with alkenes: A powerful access to conjugated dienes

A wide variety of 1,3-dienes have been prepared by the Heck vinylation of vinyl bromides using [Pd(η3-C3H5)Cl] 2/cis,cis,cis-1,2,3,4-tetrakis[(diphenylphosphino)methyl] cyclopentane (Tedicyp) as the catalyst precursor. Both α- and β-substituted vinyl bromides undergo the Heck reaction with functionalised alkenes such as acrylates, enones, styrenes or a vinyl sulfone, and also with nonfunctionalised alkenes such as dec-1-ene, leading stereoselectively, in most cases, to the corresponding E- or E,E-1,3-dienes in good yields. Furthermore, this catalyst can be used at low loading for several reactions. Georg Thieme Verlag Stuttgart.

Reactions of (Aryloxy)oxosulfonium Ylides with Carbonyl Compounds

Reactions of (aryloxy)oxosulfonium salts with alkyllithium followed by the additon of carbonyl compounds gave β-aryloxy sulfones, β-aroyloxy sulfones, and α,β-unsaturated or β,γ-unsaturated sulfones in 1.4-17.9percent, 1.2-7.2percent, and 4.5-13.5percent yields, respectively.Ylides obtained by treatment of these sulfonium salts with n-BuLi reacted with carbonyl compounds to give betaines, which formed unusual four-membered cyclic alkoxyoxosulfonium salts.The aryloxy anions thus formed attacked β-carbons of these salts to afford β-aryloxy sulfones.The aroyloxy anion that might be formed by autoxidation also attacked β-carbons of these salts to afford β-aroyloxy sulfones.When these anions attacked the α- or γ-protones of these salts, unsaturated sulfones were obtained.This is the first example that the reaction of ylide with carbonyl compounds gave sulfone derivatives via four-membered cyclic alkoxyoxosulfonium salts that were produced by the intramolecular SN2 mechanism.The yields of unsaturated sulfones were raised up to 35-60percent by a one-pot reaction.

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.