Synthesis and reactivity of azole-based iodazinium salts.
Thomas J KuczmeraAnnalena DietzAndreas BoelkeBoris J NachtsheimPublished in: Beilstein journal of organic chemistry (2023)
A systematic investigation of imidazo- and pyrazoloiodazinium salts is presented. Besides a robust synthetic protocol that allowed us to synthesize these novel cyclic iodonium salts in their mono- and dicationic forms, we gained in-depth structural information through single-crystal analysis and demonstrated the ring opening of the heterocycle-bridged iodonium species. For an exclusive set of dicationic imidazoiodaziniums, we show highly delicate post-oxidation functionalizations retaining the hypervalent iodine center.