91585-31-8

Upstream product

• 1666-13-3 diphenyl diselenide 
• 33491-05-3 1-(2-bromoethynyl)-4-methylbenzene 
• 1777-53-3 1-(p-tolyl)-2-(triphenylphosphoranylidene)ethanone 
• 34837-55-3 Phenylselenyl bromide 
• 5707-04-0 Phenylselenyl chloride 
• 766-97-2 4-n-methylphenylacetylene 
• 91585-38-5 2-Phenylselanyl-1-p-tolyl-2-(triphenyl-λ⁵-phosphanylidene)-ethanone 

Downstream Products

• 28622-61-9 butyl phenyl selenide 
• 2227-58-9 3-(4-methylphenyl)prop-2-ynoic acid 
• 60466-31-1 (Z)-1-methyl-4-(2-phenylselanylvinyl)-benzene 
• 1237760-31-4 diethyl 2-(4-methylphenyl)ethynyl-3-phenylselanyl-2-butenedicarboxylate 
• 22666-07-5 di-p-tolylbutadiyne 

Relevant academic research and scientific papers

New arylselanylpyrazole-copper catalysts: Highly efficient catalytic system for C–Se and C–S coupling reactions

We describe herein the use of arylselanylpyrazole–copper complexes as versatile catalysts for C–Se and C–S coupling reactions. The performance of these complexes for C–Se reactions was investigated in chalcogenoacetylene synthesis. The reactions were carried out under mild and aerobic conditions and afforded selanylalkynes bearing a variety of electron-withdrawing and electron-donating groups. The performance of these catalysts for C–S coupling was investigated through the reaction of aryl halides with thiols and products were obtained in moderate to excellent yields. A plausible mechanism for selenoacetylene synthesis is also suggested, and the 77Se NMR results show that these arylselanylpyrazole ligands act as hemilabile ligands. High-resolution mass spectrometry was used to investigate the intermediates and also to corroborate the proposed catalytic cycle.

Mechanochemical Synthesis of Active Magnetite Nanoparticles Supported on Charcoal for Facile Synthesis of Alkynyl Selenides by C?H Activation

Magnetite (Fe3O4) nanoparticles supported on charcoal, graphene, or SBA-15 were prepared by a simple solid-state grinding technique and subsequent thermal treatment. The Fe3O4 nanoparticles supported on activated charcoal exhibited high catalytic activity and furnished good yields of the alkynyl selenide product in the cross-coupling reaction of diphenyl diselenide and alkynes through activation of C?H and Se?Se bonds under ecofriendly conditions, surpassing traditional copper-based catalysts to effect the same organic transformation.

Magnetite (Fe3O4) nanoparticles: An efficient and recoverable catalyst for the synthesis of alkynyl chalcogenides (selenides and tellurides) from terminal acetylenes and diorganyl dichalcogenides

We present herein a new and efficient methodology for the synthesis of alkynyl chalcogenides from terminal acetylenes and diorganyl dichalcogenides, catalyzed by Fe3O4 nanoparticles. This new approach provided the desired products in good to excellent yields. Moreover, the catalyst was easily recoverable using an external magnet and reused for further experiments without loss of catalytic activity.

An efficient and general procedure for the synthesis of alkynyl chalcogenides (selenides and tellurides) by alumina-supported Cu(II)-catalyzed reaction of alkynyl bromides and diphenyl dichalcogenides

Alumina (Al2O3) supported Cu(II) efficiently catalyzes the reaction of alkynyl bromides and diphenyl diselenides and ditellurides in presence of Zn dust or indium(I) bromide to provide the corresponding alkynyl selenides and tellurides. The reactions of a wide variety of substituted alkynyl bromides have been addressed. The zinc dust or InBr is required for the cleavage of diphenyl selenides/tellurides. The mechanism of the reaction is established. The yields of products are high and the catalyst is recycled.

An efficient and general procedure for the synthesis of alkynyl chalcogenides (selenides and tellurides) by alumina-supported Cu(II)-catalyzed reaction of alkynyl bromides and diphenyl dichalcogenides

Alumina (Al2O3) supported Cu(II) efficiently catalyzes the reaction of alkynyl bromides and diphenyl diselenides and ditellurides in presence of Zn dust or indium(I) bromide to provide the corresponding alkynyl selenides and tellurides. The reactions of a wide variety of substituted alkynyl bromides have been addressed. The zinc dust or InBr is required for the cleavage of diphenyl selenides/tellurides. The mechanism of the reaction is established. The yields of products are high and the catalyst is recycled.

An efficient synthesis of alkynyl selenides and tellurides from terminal acetylenes and diorganyl diselenides or ditellurides catalyzed by recyclable copper oxide nanopowder

Herein, we report an efficient method for the synthesis of alkynyl selenides and tellurides from terminal alkynes and diorganyl diselenides or ditellurides using CuO nanopowder as a recyclable catalyst. This new methodology furnished the desired products in good to excellent yields. Furthermore, the catalyst was easily recovered and reused for further catalytic reactions without loss of activity.

A convenient synthetic route for alkynylselenides from alkynyl bromides and diaryl diselenides employing copper(I)/imidazole as novel catalyst system

A mild, convenient, and effective strategy is developed for the synthesis of alkynyl selenides from alkynyl bromides and respective diselenides using CuI/imidazole as a novel catalyst system with Mg as additive. The procedure affords the title compounds in moderate to good yield (51-89%). The main advantages of the protocol include the use of inexpensive copper catalyst, a novel Cu(I)/imidazole combination, and good yield of the products.

Hydroalumination and bromination of 1-(phenylselenyl)- 1-alkynes

Hydroaluminuation and bromination of 1-(phenylselenyl)-1-alkynes were studied and compared with the rate of hydroalumination and bromination of the corresponding alkynylsilanes.

Convenient synthesis of alkynyl aryl seleno- and telluro-ethers

The reaction of bis(alkynyl)mercurials [Hg(C≡CR)2] (R = C6H5, C6H4Me-4 or ferrocenyl) with diaryl dichalcogenides (ER′)2 (E = Se, R′ = C6H5 or C6H4/su