150177-91-6Relevant articles and documents
Oxidation Catalysis by an Aerobically Generated Dess–Martin Periodinane Analogue
Maity, Asim,Hyun, Sung-Min,Wortman, Alan K.,Powers, David C.
, p. 7205 - 7209 (2018)
Hypervalent iodine(V) reagents, such as Dess–Martin periodinane (DMP) and 2-iodoxybenzoic acid (IBX), are broadly useful oxidants in chemical synthesis. Development of strategies to generate these reagents from dioxygen (O2) would immediately enable use of O2 as a terminal oxidant in a broad array of substrate oxidation reactions. Recently we disclosed the aerobic synthesis of I(III) reagents by intercepting reactive oxidants generated during aldehyde autoxidation. In this work, aerobic oxidation of iodobenzenes is coupled with disproportionation of the initially generated I(III) compounds to generate I(V) reagents. The aerobically generated I(V) reagents exhibit substrate oxidation chemistry analogous to that of DMP. The developed aerobic generation of I(V) has enabled the first application of I(V) intermediates in aerobic oxidation catalysis.
Simple anf Efficient Palladium-Catalyzed Carbonylation of Iodoxyarenes in Water under Mild Conditions
Grushin, Vladimir V.,Alper, Hovard
, p. 4794 - 4795 (2007/10/02)
Iodoxyarenes (ArIO2) readily react with CO (1 atm) in water, in the presence of Na2 (0.1percent) and Na2CO3 at 40-50 deg C, to give the corresponding carboxylic acids, ArCOOH, in 55-89percent isolated yield.Particulary attractive features of the reaction are that, unlike most iodoarenes, ArIO2 can be carbonylated in aqueous media without any organic solvents, due to their solubility in water and high reactivity.
