Synthesis from ethylene derivs

Relatively non-toxic tris(trimethylsilyl)silane performs the same function as Bu3SnH in standard radical-chain reactions, such as hydrocarbon synthesis from ethylene derivs. and iodides. E A mixture of cyclohexyl iodide, acrylonitrile, and 1.2 eqs. tris(trimethylsilyl)silane in toluene heated at 70-90° for 4-5 h in the presence of a little AIBN product. Y 90%. Regioselectivity may also be enhanced, and reaction times... 

A 10-20%-soln. of the startg. m. (mixture of cis- and rrawj-isomers) in diphenyl-methane heated at 280-300° in a Pyrex ampoule methyl 3-methyl-2-butenoate. Y 90%.-In combination with photochemical oxetane ring synthesis from ethylene derivs. and oxo compds. (s. Synth. Meth. 19, 764), ethylene deriv.-oxo compd. interconversion may be achieved. F. e. s. G. Jones II, S. B. Schwartz, and M. T. Marton, Chem. Commun. 1973, 374. 

Synthesis of aliphatic nitro compounds from ethylene derivatives... 

Synthesis of hydrocarbons from ethylene derivatives Alkylation of thiophenes with olefins... 

Carboxylic acids from ethylene derivatives C C —>- CHC-COOH Synthesis with addition of 1 C-atom... 

Aluminum chloride Synthesis of ethylene derivatives from 0X0 compounds... 

Addition of Grignard reagents to carbon-carbon double bonds Synthesis of carboxylic acids from ethylene derivs. 

Synthesis of monoorganomercury compounds from ethylene derivatives and active methylene groups via acetoxymonoorganomercury compounds... 

Bromomagnesium N-methylanilide Synthesis of ethylene derivs. from 0X0 compds. 

Magnesium (s. a. under r] -C H TiCl2 and TiClJ Synthesis of ethylene derivs. from conjugated enolethers... 

BoranelmethyllithiumIacetic acid Synthesis of terminal allenes from ethylene derivs. 

Ruthenium triphenylphosphine complex Synthesis of polyhalides from ethylene derivs. 

Organolithium compds.jiodinejsodium hydroxide Geospecific synthesis of ethylene derivs. from a,p-ethyleneboronic acid esters Inversion of configuration... 

Sodium hydride dimethyl sulfoxide Ring closures with sulfoxonium and sulfonium salts Synthesis of oxido compounds from oxo compounds Cyclopropanes from ethylene derivatives... 

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