87143-68-8

Upstream product

• 18293-99-7 Prenyltrimethylsilane 
• 60178-25-8 ethyl α-chloro-α-(phenylthio)acetate 
• 623-73-4 diazoacetic acid ethyl ester 
• 10276-04-7 3-methyl-1-phenylsulfanylbut-2-ene 
• 88284-48-4 2-(trimethylsilyl)phenyl trifluoromethanesulfonate 
• 870-63-3 prenyl bromide 
• 108-98-5 thiophenol 

Relevant academic research and scientific papers

Iron-catalyzed Doyle-Kirmse reaction of allyl sulfides with (trimethylsilyl)diazomethane

(formula presented) Iron salts efficiently catalyze the Doyle-Kirmse reaction of allyl sulfides with (trimethylsilyl)diazomethane and ethyl diazoacetate in dichloroethane at 83°C. Competitive dimerization is less of a problem with (trimethylsilyl)diazomet

Aqueous hemin catalyzed sulfonium ylide formation and subsequent [2,3]-sigmatropic rearrangements

A mild hemin catalytic system for sulfonium ylide generation via a metal carbenoid and a subsequent [2,3]-sigmatropic rearrangement reaction in aqueous solvent is well-established, with the assistance of cyclodextrin (CD) and Triton X-100. The protocol displays high catalytic activity with a broad substrate scope of aryl/alkyl allyl sulfides and diazo reagents, affording homoallyl sulfide products in up to 99% yield. Notably, this catalytic system is successful for water-insoluble allyl sulfides but ineffective for allyl amines or allyl ethers. Moreover, an unprecedented cascade reaction of sulfonium ylide formation, [2,3]-sigmatropic rearrangement and C-H insertion was reported.

Aryne triggered [2,3]-sigmatropic rearrangement of allyl and propargyl thioethers

An efficient protocol for [2,3]-sigmatropic rearrangement of allyl and propargyl thioethers is reported. The key sulfonium ylide intermediate is in situ formed via S-arylation of arynes. This transition metal-free method allows for ready access to a wide

Catalytic activation of diazo compounds using electron-rich, defined iron complexes for carbene-transfer reactions

Carbene transfer: The electron-rich iron complex Bu4N[Fe(CO) 3(NO)] efficiently catalyzes different carbene-transfer reactions. Various diazo compounds can be used. The high stability of the employed iron complexes is demonstrated by the generation of the diazo reagent in situ and a sequential iron-catalyzed allylic sulfenylation/Doyle-Kirmse reaction. Copyright

Metal-catalyzed ylide formation and [2,3] sigmatropic rearrangement of allyl sulfides with trimethylsilyldiazomethane

Trimethylsilyldiazomethane is compared with ethyl diazoacetate for the rhodium, copper, and cobalt catalyzed formation and [2,3] rearrangement of allylsulfonium ylides. At room temperature, the reaction can be carried out using the allyl sulfide as the li

CHEMOSELECTIVE REACTION OF ALLYLSILANES WITH α-CHLOROSULFIDES CONTAINING A CARBONYL GROUP

Allylsilanes (2) reacted with α-chlorosulfides (1) containing a carbonyl group either at α, β, or γ position to substitute exclusively for the chlorine atom of 1, and the corresponding α-allylsulfides (3) were obtained in high yields.