95849-70-0

Upstream product

• 32294-60-3 diphenyl ditelluride 
• 4392-24-9 Cinnamyl bromide 
• 21087-29-6 trans-3-phenylprop-2-enyl chloride 
• 73296-31-8 phenyltellurotrimethylsilane 

Downstream Products

• 768-03-6 Phenyl vinyl ketone 
• 14371-10-9 (E)-3-phenylpropenal 
• 4393-06-0 1-Phenyl-2-propen-1-ol 
• 58567-43-4 4-methyl-N-(1-phenyl-allyl)-benzenesulfonamide 
• 4407-36-7 (2E)-3-phenyl-2-propen-1-ol 

Relevant academic research and scientific papers

Experimental and theoretical studies on formal σ-bond metathesis of silyl tellurides with alkyl halides

Silyl tellurides reacted with alkyl halides under mild thermal conditions to give the corresponding alkyl tellurides and silylhalides in good to excellent yields. Substitution took place much faster in polar solvents, such as acetonitrile, than that in no

A new, practical synthesis of organotellurium compounds from organic halides and silyl tellurides. Remarkable effects of polar solvents and leaving groups

Silyl tellurides react with organic halides to give the corresponding organotellurium compounds and silyl halides in good to excellent yields. Substitution proceeds in polar solvents, such as acetonitrile, but not in nonpolar solvents under identical conditions. The leaving group also plays a significant role, with alkyl bromides being the most reactive, alkyl chlorides less so and alkyl iodides the least reactive. After removal of the volatile silyl halides and solvent under vacuum, the essentially pure organotellurium compounds, which can be used directly as precursors for carbocations, carbanions, and carbon-centered radicals, were obtained.

Allylic amine formation by imination of allylic tellurides

The imination of allylic phenyl tellurides with [N-(p-toluenesulfonyl)imino]phenyliodinane or chloramine-T affords the corresponding allylic amines via [2,3]sigmatropic rearrangement of the tellurimide intermediates in high yields. Application to chiral cinnamyl 2-(1-dimethylaminoethyl)ferrocenyl telluride results in the formation of the corresponding chiral allylic amine, 3-phenyl-3-tosylaminopropene, with 93% ee.

ALLYLIC ALCOHOLS FORMATION BY OXIDATION OF ALLYLIC PHENYL TELLURIDES. A POSSIBLE SIGMATROPIC REARRANGEMENT OF ALLYLIC TELLUROXIDES

Treatment of cinnamyl, 3-methyl-2-butenyl, and 2-cyclohexenyl phenyl tellurides with an oxidizing agent such as H2O2, NaIO4, or t-BuOOH at room temperature under nitrogen affords 1-phenyl-2-propenol, 2-methyl-3-butene-2-ol, and 2-cyclohexenol as a sole or main product respectively in a high yield.The formation of these allylic alcohols can be best explained by assuming a -sigmatropic rearrangement of the intermediate allylic telluroxides.These tellurides also react with oxygen, the formation of α,β-unsaturated carbonyl compounds being much increased in this oxidation.