Cyclic diaryliodonium salts: applications and overview

Abstract

This review highlights the advancement in the synthesis and applications of cyclic diaryliodonium salts as well as provides new areas for future research in this subject.

Recent advances in iodine–DMSO mediated C(sp3)–H functionalization of methyl-azaarenes via Kornblum oxidation

“…A common pathway followed by the methyl azaarenes in the iodine-DMSO medium involves tautomerization, iodination and then Kornblum oxidation in the presence of DMSO (Scheme 2). 16,[20][21][22] The HI generated during the reaction can be converted into I 2 in the presence of DMSO, which acts as a mild oxidant (Scheme 3). 18 The acidic environment, oxidative atmosphere and high temperature help in regeneration of iodine in the system.…”

Aryl sulfonyl fluoride synthesis via organophotocatalytic fluorosulfonylation of diaryliodonium salts

“…22 Diaryliodonium salts as relatively stable hypervalent iodine compounds have a wide range of applications in organic synthesis. 23 The photocatalytic reduction of diaryliodonium salts as an efficient way to generate the corresponding aryl radicals has attracted much attention. 24 For instance, the Wu group reported an efficient photoredox-catalyzed generation of thiophosphates via a three-component reaction of diaryliodonium tetrafluoroborates, 1,4-diazabicyclo[2.2.2]octane-sulfur dioxide (DABSO), and diarylphosphine oxides.…”