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Halonium Ion Triggered Rearrangement of Unsaturated Benzo-Annulated Bi- and Tricyclic Sulfonamides
journal contribution
posted on 2016-02-18, 14:53 authored by Kimberly Geoghegan, Shaun Smullen, Paul EvansThe halonium ion mediated 1,2-Wagner–Meerwein-type
rearrangement
of a series of benzo-fused bi- and tricyclic sulfonamides is reported.
During this rearrangement the carbon–carbon bond that migrates
was selectively set in the intramolecular Mizoroki–Heck (IHR)
synthesis of the starting materials. Consequently, this method constitutes
a means to access the regioisomeric series of cyclic sulfonamides
not observed during the Mizoroki–Heck reaction.