17417-83-3

Upstream product

• 37849-35-7 NaSe-p-CH3C6H4 
• 107-05-1 3-chloroprop-1-ene 
• 21856-94-0 di-p-tolyl diselenide 
• 6336-44-3 allylboronic acid 
• 624-31-7 4-tolyl iodide 
• 60805-88-1 p-tolylselenyl bromide 
• 24850-33-7 allyltributylstanane 
• 18925-10-5 allylzinc bromide 
• 106-95-6 allyl bromide 

Downstream Products

• 24336-67-2 1-Methyl-4-[((E)-propenyl)selanyl]-benzene 

Relevant academic research and scientific papers

A Novel Synthesis of Allyl and Prop-2-ynyl Selenides Promoted by Tin in the Presence of Water

Allylic and prop-2-ynyl (propargyl) bromides react with diorganyl diselenides in the presence of water to give allylic and prop-2-ynyl selenides in moderate to good yields; the reaction rate is faster than for the same reaction in anhydrous organic media.

Rhodium-Catalyzed Carbene Transfer Reactions for Sigmatropic Rearrangement Reactions of Selenium Ylides

The rearrangement of selenium ylides is even today almost unexplored, although it would provide access to important organoselenium compounds with broad downstream applications. In this report, the first systematic study of sigmatropic rearrangement reactions of selenium ylides using a simple rhodium catalyst with catalyst loadings as low as 0.01 mol % is described. Selenium oxide pyrolysis of the rearrangement products gives access to important 1,1-disubstituted butadienes.

A general and green procedure for the synthesis of organochalcogenides by CuFe2O4 nanoparticle catalysed coupling of organoboronic acids and dichalcogenides in PEG-400

A general and efficient procedure has been developed for the synthesis of organochalcogenides (selenides and tellurides) by a simple reaction of organoboronic acids and dichalcogenides catalysed by CuFe2O 4 nanoparticles in PEG-400 without any ligand. This protocol offers the scope for access to a wide spectrum of chalcogenides including diaryl, aryl-heteroaryl, aryl-styrenyl, aryl-alkenyl, aryl-allyl, aryl-alkyl and aryl-alkynyl versions. The catalyst is magnetically separable and recyclable eight times without any loss of appreciable catalytic activity. The products are obtained in high purities after evaporation of solvent followed by filtration column chromatography. The Royal Society of Chemistry.

Al2O3-Supported Cu-catalyzed electrophilic substitution by PhSeBr in organoboranes, organosilanes, and organostannanes. A protocol for the synthesis of unsymmetrical diaryl and alkyl aryl selenides

(Figure Presented) Alumina-supported copper sulfate efficiently catalyzes electrophilic substitution in organoborane, organosilanes, and organostannanes by phenylselenium bromide providing a novel and efficient route to the synthesis of unsymmetrical diaryl and alkyl aryl selenides. A series of aryl, alkyl, and heteroaryl phenyl selenides were obtained in high yields. The catalyst is inexpensive, eco- and user-friendly, and recyclable. The mechanism involving Cu-assisted nucleophilic displacement of Br in PhSeBr by mild nucleophiles is described.

Reductive cleavage of Se-Se bond by Sm/NiCl2 or Sm/NiCl 2.6H2O system: A novel preparation of unsymmetrical aryl selenides

The Sm/NiCl2 or Sm/NiCl2.6H2O system promoted diarylselenides to react with alkyl halides to afford unsymmetrical aryl selenides in good yields under mild and neutral conditions.

A novel synthesis of unsymmetrical selenides via the cleavage of Se-Se bond by Sm/cat.CoCl2 system

Promoted by Sm/cat. CoCl2 system, the Se-Se bond of diaryldiselenides was easily cleaved to form a "living" intermediate, which reacted readily with alkyl halides to afford unsymmetrical alkylarylselenides in good yields under mild and neutral reaction conditions.

Ytterbium metal promoted reaction of diselenides with allyl bromide

In the presence of chlorotrimethylsilane, ytterbium metal can promote the allylation of diselenides with allyl bromide to give the corresponding allylic selenides in good yields under mild and neutral conditions.

Synthesis of allyl-type selenides and α -selenoesters in aqueous media promoted by cadmium

Promoted by metallic cadmium which was produced by reduction of CdCl2 · H2O with samarium in situ, allyl bromide and α -bromocarboxylates react with diorgano diselenides in aqueous solutions to give allylic-type selenides and α -selenocarboxylates in moderate to good yields.

A novel synthesis of allyl sulfides and allyl selenides via Sm-BiCl3 system in aqueous media

Allyl sulfides and allyl selenides are synthesized via the reaction of allyl bromide with disulfides and diselenides promoted by the Sm-BiCl3 system in aqueous media in moderate to good yields.

A new method for the synthesis of allyl arylselenides via the reaction of the zinc allyl selenoates with diaryliodonium salts

The insertion of elemental selenium into the Zn-C bond of allylzinc bromide in THF leads to the corresponding zinc allyl selenoate. It reacts with diaryliodonium salts in THF-HMPA to afford the allyl arylselenides in high yields.