Beilstein J. Org. Chem.2024,20, 1900–1905, doi:10.3762/bjoc.20.165
compatible to give the respective five-membered pyrrolidines, except for that possessing a 2-nitro group 7. As discussed later with cyclic voltammetric studies, the electron density in the aryl rings does not seem to have a significant impact on the reaction. While benzylsulfonamide 8 was productive under
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Graphical Abstract
Scheme 1:
Radical and ionic intramolecular cyclizations.
Beilstein J. Org. Chem.2023,19, 771–777, doi:10.3762/bjoc.19.57
single electron transfer (SET), is proposed to be involved in the plausible reaction mechanism.
Keywords: arylsulfonylimine; benzylic oxidation; benzylsulfonamide; K2S2O8; sulfate radical anion; Introduction
Among various imine compounds [1], N-arylsulfonylimines are perhaps the most prominent due to
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Graphical Abstract
Scheme 1:
Various synthetic approaches to N-arylsulfonylimines.