79482-86-3

Upstream product

• 56539-56-1 (E)-6-Phenyl-hex-3-en-2-ol 
• 65275-36-7 (2-phenyl-ethyl) phenyl selenide 
• 591-50-4 iodobenzene 
• 57006-69-6 (E,E)-sorbyl acetate 

Relevant academic research and scientific papers

Selective cross-coupling of organic halides with allylic acetates

A general protocol for the coupling of haloarenes with a variety of allylic acetates is presented. Strengths of the method are a tolerance for electrophilic (ketone, aldehyde) and acidic (sulfonamide, trifluoroacetamide) substrates and the ability to couple with a variety of substituted allylic acetates. Secondary alkyl bromides can also be allylated under slightly modified conditions, demonstrating the generality of the approach. Finally, the coupling of a reactive vinyl halide could be achieved by the use of a very hindered ligand and more reactive, branched allylic acetates.

Rearrangement of allylic and propargylic alcohols catalyzed by the combined use of tetrabutylammonium perrhenate(VII) and p-toluenesulfonic acid

Allylic rearrangement and/or dehydration reaction of allylic alcohols proceeds smoothly by the use of catalytic amounts of tetrabutylammonium perrhenate and p-toluenesulfonic acid hydrate. Treatment of propargylic alcohols with the catalysts at room temperature affords the rearranged products, α,β-unsaturated carbonyl compounds, while β,γ-unsaturated ketones are obtained as main products by the reaction in refluxing 1,2-dichloroethane. The application of this catalytic system is also described for the preparation of some synthetic intermediates.

Rearrangement of Allylic and Propargylic Alcohols Catalyzed by the Combined Use of Tetrabutylammonium Perrhenate(VII) and p-Toluenesulfonic Acid

Allylic rearrangement and/or dehydration of allylic alcohols proceed by the use of a catalytic amount of tetrabutylammonium perrhenate and p-toluenesulfonic acid.Treatment of propargylic alcohols with the above reagents affords the rearranged products, α,β-unsaturated carbonyl compounds.