Phenyl phenylselenomethyl

Sodium benzenetellurolate was also obtained by disproportionation of diphenyl ditellurium in strongly basic solution (tetrahydrofuran/50% aqueous sodium hydroxide). The reaction of the tellurolate with phenylselenobromomethane in the presence of dialkyldi-methylammonium chlorides as phase transfer agents yielded phenyl phenylselenomethyl tellurium. ... 

Phenyl phenylselenomethyl tellurium was obtained by reacting diazomethane with phcnylsclcno phenyl tellurium. This reaction gave bis[phenylseleno]methane and bis[phenyltelluro]methane as minor products2. 

Phenyl phenylselenomethyl tellurium and lithium diisopropylamide in tetrahydrofuran at —78° produced phenylphenylseleno(lithio)methyl tellurium. This compound reacted with methyl iodide to give phenyl 1-phenylseleno-l-ethyl tellurium2. Butyl lithium cleaved... 

Phenyl Phenylselenomethyl Tellurium 2.05 g (5 mmol) of diphenyl ditellurium are dissolved in dml of ethanol/benzene (3/1, v/v) and the solution is placed in a nitrogen-flushed, 250-ml flask equipped with a magnetic stirrer. 10 g (265 mmol) of sodium borohydride are dissolved in 200 w/ of 1 M aqueous sodium hydroxide solution. The sodium borohydride solution is added dropwise at 20° to the stirred diphenyl ditellurim solution until the mixture becomes colorless. Then 2.5 g (10 mmol) of phenylselenobromometh-ane are added immediately and the mixture is stirred at 20° for 30 min. 10 m/of dichloromcthane are added, the organic layer is separated, washed successively with saturated ammonium chloride solution and brine, and dried with anhydrous magnesium sulfate. The dried extract is filtered and the filtrate evaporated. The residue is dissolved in petroleum ether (b.p. 30-60°), and the solution is cooled to — 78° whereupon the product crystallizes yield 2.5 g (66%) m.p. 51°. 

Phenyl phenylseleno tellurium and diazomethane in diethyl ether produced bis[phenylseleno]methane, bis[phenyltelluro]methane, and phenylselenomethyl phenyl tellurium3. 

Phenylpropane-l-ol, 438 Phenyl propargyl seienide, 365 Phenylselenoacetaldehyde, 365-366 a-Phenylseleno aldehydes, 25, 29 up-Phenylselenocarboxylic acids, 496 Phenylselenoetherification, 26 a-Phenylseleno ketals, 29 a-Phenylseleno ketones, 25 Phenylselenolactones, 26 Phenylselenomethyl ketones, 365-366 N -Phen y Iselenopht halim ide, 366-367 N-Phenylselenosuccinimide, 366-367 Phenylselenotrimethylsilane, 373 Q -Phenylseleno-Q ,/3-unsaTurated ketones, 28... 

Phenylselenomethyl phosphonates and (phenylseleno)chloromethane have been metallated by NaH and Bu OK, respectively (Scheme 28, a and b Scheme 29). The former organometallics react with carbonyl compounds and dirratly produce vinyl selenides (Scheme 28, a and whereas the second decomposes to phenylselenomethylene which adds stereospecifically to alkenes and leads to phenyl-selenocyclopropanes in reasonably good yields (Scheme 29). 

Bu"Li, which usually performs the Se-Li exchange in selenides, effects the metallation of some functionalized selenides. This is p cularly the case of phenylselenomethyl phosphonates and phosphonium salts (Scheme 28, c). b6.w >p g t),g methyl phenyl selenide (Scheme 13, a... 

The ring expansion of substituted piperidines by means of free-radical-induced rearrangements has been used to prepare fully saturated azepines <91T4847>. Ethyl l-benzyl-3-oxo-4-phenyl-selenomethylpiperidine-4-carboxylate (259) is converted into the azepinone (260) by tri-n-butyl tin hydride in benzene under reflux in the presence of AIBN (Equation (21)). The reaction works also with ethyl 3-phenylselenomethyl-4-oxo-piperidine-3-carboxylate, preferably with the benzyl group replaced by a trityl group. 

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