Fig. 4: Comparative reactivity study of 2a versus 9 and SDET-induced atypical SN1 amination of allyl- and alkyl(aryl)selanes.
From: Unimolecular net heterolysis of symmetric and homopolar σ-bonds

a, Reactivity comparison between 2a and 9. Pie charts indicate regioselectivity ratios of N1 substitution (light blue) versus N2 substitution (dark blue). Yields were determined by 1H NMR spectroscopy using 1,3-dinitrobenzene as an internal standard. Additive A, 50% TFA; additive B, 1 equiv. K2CO3; ACN, acetonitrile. b, Exemplary series of SDET-induced allylations of azoles. Yields refer to isolated compounds.