42066-63-7

Upstream product

• 598-30-1 sec.-butyllithium 
• 132576-42-2 1,1-bis(phenylseleno)-pentane 
• 78-76-2 s-butyl bromide 
• 513-48-4 2-butyl iodide 
• 1666-13-3 diphenyl diselenide 
• 645-96-5 Benzeneselenol 
• 107-06-2 1,2-dichloro-ethane 
• 103971-62-6 1,1-bis(phenylselenenyl)-2-methylcyclohexane 
• 100-52-7 benzaldehyde 
• 94417-52-4 (Bis-methylselanyl-methyl)-benzene 

Relevant academic research and scientific papers

α-Alkylation of tertiary amines by C(sp3)–C(sp3) cross-coupling under redox neutral photocatalysis

Direct α-alkylation of N-phenyl-tetrahydroisoquinoline with alkyl selenides of desired alkyl chain length and functionality is reported by photoredox catalysis. Construction of hexahydro pyrrolo- and pyrido-isoquinoline scaffolds along with indolines and tetrahydroquinolines is also described by intramolecular C(sp3)–C(sp3) cross-couplings.

Radical intermediates in the Zn-promoted Barbier-type alkylation of diphenyl diselenide in aqueous medium

The zinc promoted Barbier-type reaction of alkyl halides and diphenyl diselenide in aqueous medium leads to high yields of mixed selenides even in acidic medium. Especially the efficient formation of t-butylphenylselenide cannot be explained by nucleophil

On the reactivity of indium(III) benzenechalcogenolates (chalcogen = sulfur and selenium) towards organyl halides for the synthesis of organyl phenyl chalcogenides

The reactivity of indium(III) benzenechalcogenolates (chalcogen = sulfur, selenium) towards organyl halides (organyl = alkyl, allyl, benzyl, acyl) was examined. A practical one-pot method to prepare organyl phenyl chalcogenides indium metal and diphenyl dichalcogenide was found. The coupling is fairly broad in scope and generally works better organyl halides capable to produce stable carbocations.

A novel and highly efficient synthetic route to unsymmetrical organoselenides using cesium bases

A new and convenient one-pot method for the preparation of unsymmetrical selenides has been developed. In the presence of cesium hydroxide, molecular sieves, and DMF, benzeneselenol undergoes direct alkylation with various alkyl halides for the synthesis of alkyl phenyl selenides in moderate to excellent yields. Another method to prepare unsymmetrical organoselenides was also completed by coupling terminal alkynes with benzeneselenyl bromide. As an application, the synthesis of a selenopeptide was also accomplished. Furthermore, this methodology was extended to the synthesis of an organoselenide on solid support.

One-pot synthetic method of unsymmetrical diorganyl selenides: Reaction of diphenyl diselenide with alkyl halides in the presence of lanthanum metal

A convenient synthetic method of unsymmetrical selenides has been developed. When diphenyl diselenide was allowed to react with two equimolar amounts of primary alkyl iodides and bromides in the presence of an equimolar amount of lanthanum metal, alkyl ph

Configurational Stability of Chiral Organolithium Comopunds on the Time Scale of their Addition to Aldehydes

A test based on kinetic resolution has been applied to the α-bromo-, α-phenylseleno- and α-phenylthio-alkyllithium compounds 1, which shows that addition of these species to the chiral aldehyde 6 occurs faster than enantiomer equilibrium of the organolithium compounds. - Keywords: Configurational Stability; Organolithium Compounds

SYNTHESIS OF α-SELENOALKYLLITHIUM COMPOUNDS

α-Phenylselenoalkyllithiums and α-methylselenoalkyllithiums have been prepared from the corresponding selenoacetals and alkyllithiums.Several features of this reaction are disclosed.For example, the reaction is more readily achieved on phenylselenoacetals than on methylseleno analogues.Those derived from hindered carbonyl compounds are less readily cleaved. s-BuLi/THF proved superior to n-BuLi in THF, itself better than n-BuLi in ether.