Author:
Campbell JR,Pross A,Sternhell S
Abstract
The oxidation of eight aryl
alkyl hydrazones with iodine in the presence of triethylamine gave mixtures of
1-iodo-1-arylpropenes and ketones in yields of 36-73% and 19-43% respectively.
Further evidence is presented in favour of an iodocarbonium ion intermediate
for this reaction. Aspects of the photochemistry of 1-iodo-1-arylpropenes and
their reaction with naphthylsodium are reported. The product distribution of
the naphthylsodium reactions is consistent with an intermediate sp2-hybridized
(?bent?) 1-arylpropenyl radical.
Cited by
19 articles.
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