Reaction of ketone hydrazones with TeCl 4 : isolation and reactions of novel divinyl telluride

The reaction of acetophenone hydrazones with TeCl 4 in the presence of DBU gave a mixture of divinyl ditellurides and divinyl tellurides, which easily reacted with Cu powder in refluxing toluene to afford divinyl tellurides in good yields. The reaction of divinyl tellurides with bromine (1.2 eq.) ga...

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Bibliographic Details
Published in:Organic & biomolecular chemistry 2020-06, Vol.18 (24), p.4583-4589
Main Authors: Okuma, Kentaro, Qu, Yuxuan, Suetome, Aoi, Nagahora, Noriyoshi
Format: Article
Language:English
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Summary:The reaction of acetophenone hydrazones with TeCl 4 in the presence of DBU gave a mixture of divinyl ditellurides and divinyl tellurides, which easily reacted with Cu powder in refluxing toluene to afford divinyl tellurides in good yields. The reaction of divinyl tellurides with bromine (1.2 eq.) gave the corresponding tellurium dibromide rather than the addition of the double bond whereas 3 molar amount of bromine gave excess brominated and oxidized products. The reaction of divinyl tellurides with 2-(trimethylsilyl)phenyl triflate in the presence of CsF gave ( E )-2-alkenyldiaryl tellurides in good yields.
ISSN:1477-0520
1477-0539
DOI:10.1039/D0OB00782J