72592-55-3

Upstream product

• 4784-77-4 (E/Z)-crotyl bromide 
• 824-79-3 sodium 4-methylbenzenesulfinate 
• 68978-36-9 p-tolyl α methylallylsulfone 
• 10486-08-5 sodium p-thiocresolate 
• 139950-89-3 (E)-2-iodo-1-tosyl-1-butene 
• 111895-33-1 2-tosyl-1-phenyl-1-butanone 
• 7569-36-0 1-(butylsulfonyl)-4-methylbenzene 
• 31378-03-7 1-phenyl-2-tosylethanone 
• 111895-36-4 2-tosyl-1-butene 
• 106708-07-0 cis-2-butenyl (+/-)-p-toluenesulfinate 
• 119306-18-2 (Z)-2-butenyl p-tolyl sulfide 
• 139950-88-2 (Z)-1-tosyl-1-butene 

Downstream Products

• 18435-35-3 3-methyl-non-1-ene 
• 20348-51-0 (Z)-2-decene 
• 20063-97-2 trans-2-decene 
• 115125-71-8 (2Z)-2-methylpent-3-en-2-yl p-tolyl sulphone 

Relevant academic research and scientific papers

"Syn-Effect" in the Conversion of (E)-Vinylic Sulfones to the Corresponding Allylic Sulfones

It was found that (E)-vinylic sulfones preferentially afford (Z)-allylic sulfones as kinetically-controlled products by treatment with a base under mild conditions, while (Z)-vinylic sulfones give (E)-allylic sulfones.Such stereochemical relationship was

Palladium-Catalyzed Allylic Sulfinate-Sulfone Rearrangements

Upon treatment with a zero-valent palladium catalyst, tetrakis(triphenylphosphine)palladium, in tetrahydrofuran under mild conditions allylic p-toluenesulfinates underwent α- or γ-rearrangements of the sulfonyl group via ionic intermediates to give allylic sulfones.The regiochemistry of the rearrangements depends on the character of the intermediary allylic cationic carbons generated and the steric hindrance involved therein.Keywords - allylic sulfinate; allylic sulfone; palladium catalyst; sulfinate-sulfone rearrangement; regiochemistry; tetrakis(triphenylphosphine)palladium.

Convenient Methods for the Preparation of Vinylic and Allylic Sulfones from Alkenes, Haloalkanes, and Aldehydes. Stereochemistry of the Conversion of Vinylic Sulfones to the Corresponding Allylic Sulfones

1- or 2-p-Tolylsulfonyl(=tosyl)-1-alkenes, vinylic sulfones, were regioselectively prepared from 1-alkenes via iodosulfonization or sulfonylmercuration and also from 1-haloalkanes by the homologation or unhomologation methods.The vinylic sulfones thus prepared were further converted to the corresponding allylic sulfones under basic conditions.The stereochemistry of this conversion was discussed.One-carbon homologated allylic sulfones were directly obtained from aldehydes in good yields by the reaction with diethyl phenylsulfonylmethylphosphonate and 1,8-diazabicycloundec-7-ene (DBU) under mild conditions.

1,3-Rearrangements of Some Allylic Sulphones

The 1,3-rearrangement of a number of acyclic and cyclic allylic p-tolyl sulphones has been found to occur on treatment (a) with benzoyl peroxide (BPO) in CCl4 under reflux or (b) with sodium toluene-p-sulphinate in aqueous acetic acid at 110 deg C.Rearran

A 1,3-Rearrangement of Allylic Sulphones Caused by m-Chloroperbenzoic Acid and Sodium Hydrogen Carbonate

The reaction of allylic sulphones with m-chloroperbenzoic acid in the presence of aqueous sodium hydrogen carbonate can result in 1,3-allylic rearrangement or isomerisation of the double bond depending on the structure of the allylic sulphone.Subsequent e