Reaction of the 1-arylsulphonyl-2-iodomethylpiperidines (4) with tri(n-butyl)stannane induces a 1,4-aryl radical rearrangement to (5) together with the formation of the thiazines (6) and methyl derivatives (7); plots of the relative rate constants against σm and σp values give good linear correlations with a V-shaped curve for the 1,4 process.
W. N. Speckamp and J. J. Köhler, J. Chem. Soc., Chem. Commun., 1978, 166 DOI: 10.1039/C39780000166
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