32343-96-7

Upstream product

• 20333-40-8 dibutyl diselenide 
• 100-39-0 benzyl bromide 
• 4700-45-2 n-butyl selenocyanate 
• 109-72-8 n-butyllithium 
• 109-65-9 1-bromo-butane 
• 1092379-04-8 1-butylselanyl-2,2,3,3,4,4,4-heptafluorobutanol 
• 33979-81-6 butyl tributylstannyl selenide 
• 66310-10-9 N-benzyl-2,4,6-triphenylpyridinium tetrafluoroborate 
• 100-46-9 benzylamine 
• 139623-39-5 5-Benzylselanyl-pentanoic acid 2-thioxo-2H-pyridin-1-yl ester 

Relevant academic research and scientific papers

Metal-free synthesis of unsymmetrical selenides from pyridinium salts and diselenides catalysed by visible light

We report the first metal-free selenolations of pyridinium salts with diselenides to prepare unsymmetrical organoselenides catalysed by visible light. This protocol is an efficient and green method for the preparation of unsymmetrical organoselenides because metal-free conditions and readily accessible diselenides are used.

The effect of leaving radical on the formation of tetrahydroselenophene by SHi ring closure: An experimental and computational study

Competition kinetic studies augmented with laser-flash photolysis and high-level computational techniques [G3(MP2)-RAD], with [COSMO-RS, SMD] and without solvent correction, provide kinetic parameters for the ring closures of a series of 4-(alkylseleno)butyl radicals 1. At 22 °C rate constants (kc) that lie between 104-107 s-1 were determined experimentally and correlate with expectations based on leaving group ability. Activation energies (Eact) were determined to lie between 10.6 (R = Ph2CH) and 28.0 (R = n-Bu) kJ mol-1, while log(A/s-1) values were generally between 9 and 10 in benzene. Computationally determined rate constants were in good-to-excellent agreement with those determined experimentally, with the COSMO-RS solvation model providing values that more closely resemble those from experiment than SMD. This journal is

Palladium-catalyzed cross-coupling of PhSeSnBu3 with aryl and alkyl halides in ionic liquids: A practical synthetic method of diorganyl selenides

Palladium-catalyzed cross-coupling reactions of phenyl tributylstannyl selenide with aryl and alkyl halides can proceed smoothly in room temperature ionic liquid, 1-butyl-3-methylimidazolium hexafluorophosphate ([bmim][PF 6]), to give the corresponding diorganyl selenides in good to high yields. The coupling reaction run in [bmim][PF6] has the advantages of rate acceleration and increase of yield in contrast to the reaction run in toluene. Our system not only avoids the use of easily volatile toluene as a solvent but also solves the basic problem of palladium catalyst reuse.

1-(organoselanyl)perfluoroalkanols: A stable and efficient precursor for organoselenols

The 1-(organoselanyl)perfluoroalkanols 1, 3, 4, and 10 were successfully prepared and reactions with hexanoyl chlorides to produce the corresponding esters 5, 7, and 8, accompanied by the selenoesters 6 were conducted. The DBU-mediated alkylations of the heptafluorobutanols 4, 10, and the α-p-nitro-benzoate 2 with alkyl halides easily provided alkyl phenyl selenides 9a-9i and 11a-11c in good to high yields. Copyright

Efficient synthesis of diorganyl selenides via cleavage of Se-Se bond of diselenides by indium(III) catalyst and zinc

A simple and efficient procedure for the synthesis of unsymmetrical diorganyl selenides from an one-pot indium(III) catalyzed procedure, in the presence of zinc, has been developed. Various organic halides and even the unreactive organic chlorides underwe

A novel synthesis of selenides and selenol esters using liquid-liquid phase-transfer catalysis

This article describes the first attempt to synthesize selenides and selenol esters prepared from the reaction of 1-benzyl or 1-acyl-selenophenylmethaniminium halides and organic halides under liquid-liquid phase-transfer conditions. This method also can

A novel one-pot three-component tandem Michael/aldol/Horner-Wadsworth-Emmons (HWE) reaction of lithium alkylselenolates with 1-alkynylphosphine oxides and aldehydes: Facile synthesis of selenium-substituted allenes

The one-pot tandem Michael/aldol/Horner-Wadsworth-Emmons (HWE) reaction of lithium alkylselenolates, 1-al-kynylphosphine oxides and aldehydes in THF provides a new general access to selenium-substituted allenes with good to excellent yields.

Convenient one-pot synthesis of α-selenonitriles, α-selenoesters and asymmetrical selenides by a Sm/ZnCl2 system in DMF-H2O

α-Selenonitriles, α-selenoesters, and asymmetrical selenides can be readily obtained from the one-pot reaction of diselenides and active organic halides by a Sm/ZnCl2 system in DMF-H2O.

The first synthesis of organic diselenolates: Application to the synthesis of diorganyl diselenides

The addition of elemental selenium to organolithium compounds 1 or organic selenates 2 gives organic diselenolates 3. The reactions proceed by the insertion of two selenium atoms into the carbon-metal bonds or of one selenium atom into a selenolate. Evidence for the existence of n- butyldisilenol has also been obtained.

A novel synthesis of benzyl sulfides and selenides via SM/BiCl3 system in aqueous media

Benzyl sulfides and selenides are synthesized via reaction of benzyl bromide with disulfides and diselenides prorated by Srn/BiCl3 system in aqueous media in moderate to good yields.