Iodonium salts in organic synthesis
Mekhman S. Yusubov,a Andrey V. Maskaev,b and Viktor V. Zhdankin*,b
aThe Siberian State Medical University and The Tomsk Polytechnic University,
634050 Tomsk, Russia
bDepartment of Chemistry and Biochemistry, University of Minnesota Duluth,
Duluth, Minnesota, 55812, USA
E-mail:
[email protected]
Abstract
This review summarizes the chemistry of iodonium salts with emphasis of their synthetic applications. The preparation and reactions of diaryliodonium, alkenyl(aryl)iodonium, alkynyl(aryl)iodonium, and alkyl(aryl)iodonium salts are overviewed. Application of these reagents allows mild and highly selective arylations, alkenylations, alkynylations, and alkylations of various organic and inorganic substrates in a facile and environmentally friendly manner.
Keywords: Hypervalent iodine, diaryliodonium, alkenyl(aryl)iodonium, alkynyl(aryl)iodonium, alkyl(aryl)iodonium salts
Contents
1. Introduction
2. Classification and General Structural Features of Iodonium Salts
3. Preparation of Iodonium Salts
3.1. Diaryliodonium salts
3.2. Alkenyl(aryl)iodonium salts
3.3. Alkynyl(aryl)iodonium salts
3.4. Alkyl(aryl)iodonium salts
4. Applications of Iodonium Salts
4.1. Arylations
4.2. Alkenylations
4.3. Reactions of alkynyl(aryl)iodonium salts
4.4. Alkylations and fluoroalkylations
4.5. Introduction of fluorine and application in PET
