28520-74-3

Upstream product

• 100-39-0 benzyl bromide 
• 873-55-2 sodium benzenesulfonate 
• 3112-88-7 Benzyl phenyl sulfone 
• 100-52-7 benzaldehyde 

Downstream Products

• 501-65-5 diphenyl acetylene 
• 90083-21-9 1-acetoxy-2-(phenylsulfonyl)-1,2-diphenylethane 

Relevant academic research and scientific papers

Integrated Chemical Process: One-Pot Double Elimination Method for Acetylenes

A novel one-pot process for synthesis of acetylenes has been achieved in which the following series of steps are integrated: addition of an α-anion of sulfone to aldehyde; trapping of the resulting adduct to incorporate a leaving group, and double elimination of this intermediate. Consolidation of Peterson elimination renders the process much simpler. This method provides a convenient and high-yielding access to a variety of enynes and polyynes as well as to functionally substituted aryl acetylenes containing halogen(s) or acetal groups, which are useful building blocks for aryl acetylene scaffolds. Iteration of the one-pot generation of acetylenic bonds provides a new metodology for the buildup of aryl acetylene skeletons.

Oxidation of sulfonyl carbanions with lithium t-butyl peroxide: formation of β-hydroxy-sulfones

Lithiated primary sulfones were converted into high yields of symmetrical β-hydroxy-sulfones by lithium tert-butyl peroxide (LTBP). - Keywords: oxidation / sulfonylcarbanion / lithium tert-butyl peroxide / β-hydroxy-sulfones

Syntheses with Sulfones L : Preparation of β-Hydroxysulfones through the Combined Oxidative Desulfonylation/Condensation Reaction of Sulfonyl Anions. Application to Terpene Synthesis.

The oxidative desulfonylation of primary sulfonyl anions with the molybdenum peroxide reagent, MoO5.Py.HMPA, leads directly to β-hydroxysulfones through condensation of the starting α-sulfonyl anion with the aldehyde formed in situ.Symmetrical polyenes such as (Z)-12-dehydrosqualene and (Z)-16-phytoene have been obtained in three steps in > 87percent stereoslectivity from the corresponding β-hydroxysulfones.