Journal of Organic Chemistry p. 2419 - 2423 (1993)
Update date:2022-08-04
Topics:
Leardini, Rino
Lucarini, Marco
Nanni, Alessandro
Nanni, Daniele
Pedulli, Gian Franco
et al.
The title radicals were generated from 2-(arylazo)-2'-iodobiphenyls using the tin hydride method.When the aryl substituent has an acetyloxy or a benzoyloxy group in the ortho position, besides reduction of the hydrazyl radical, a migration of the acetyl or benzoyl from oxygen to nitrogen atom took place.The mechanism of the rearrangement is discussed, and evidences supporting a radical pathway are reported, including EPR characterization of the intermediates.
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