7520
(2)
Since various synthetic transformations of the reactive CꢀTe bond are known,14 the products
4 would be useful precursors for a variety of 1,2-dicarbonyl compounds and their equivalents.
For example, electrochemical oxidation of 4a in the presence of water afforded the corresponding
a-acyl amide in quantitative yield (Eq. (3)). Further synthetic exploration is currently underway.
(3)
References
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13. The failure of the intramolecular cyclization is probably due to the conformational effects; the imidoyl radical
intermediate may prefer to take extended conformations rather than folded ones due to the dipole–dipole repulsion
of the carbonyl and the imine moieties.
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