85615-63-0

Upstream product

• 128788-36-3 1-tosyl-2-octyne 
• 119306-22-8 (Z)-2-octenyl p-tolyl sulfide 
• 119365-13-8 (Z)-2-octenyl p-toluenesulfinate 
• 824-79-3 sodium 4-methylbenzenesulfinate 
• 28995-78-0 (E)-1-((2-iodooct-1-en-1-yl)sulfonyl)-4-methylbenzene 
• 629-05-0 n-octyne 
• 119306-16-0 (Z)-2-octenyl methanesulfonate 
• 10486-08-5 sodium p-thiocresolate 
• 3391-86-4 1-octen-3-ol 
• 26001-58-1 (Z)-oct-2-en-1-ol 
• 10439-23-3 4-methylbenzenesulfinyl chloride 
• 111895-35-3 2-tosyl-1-phenyl-1-octanone 
• 84314-22-7 1-methyl-4-(octane-1-sulfonyl)benzene 
• 638-45-9 1-Iodohexane 

Relevant academic research and scientific papers

Reactions of (E)-2-Iodo-1-tosyl-1-alkenes as Useful Synthetic Intermediates

(E)-2-Iodo-1-tosyl-1-alkenes readily available by iodosulfonization of 1-alkynes were found to be useful synthons for the regio- and/or stereoselective preparation of 1-tosyl-1-alkynes, 1-tosyl-2-alkynes, (Z)-vinyl and (Z)-allyl sulfones, β-tosyl enamines

Regio- and Stereoselective Synthesis of (E)- and (Z)-Allylsulfones from Aldehydes and Alkynes

Several (E)- and (Z)-1-p-toluenesulfonyl(=tosyl)-2-alkenes, allylsulfones, were regio- and stereoselectively prepared from aldehydes and alkynes, respectively, in good yields by application of the results of our previous investigation on "syn-effect" and

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.

A NOVEL SYNTHESIS OF LINEAR POLYENES VIA CONJUGATE ADDITION OF CUPRATES TO α,β-γ,δ-DIUNSATURATED SULFONES FOLLOWED BY SO2 EXTRUSION

The two 1,3-butadienyl 2-propenyl sulfones 5 and 6, 1,3,5-heptatriene synthons, have been transformed into the tri- and tetraenes 1 - 4 by alkylcuprate addition and Ramberg-Baecklund SO2 extrusion.The reaction stereochemistry is discussed.