Atom-economical group-transfer reactions with hypervalent iodine compounds

Hypervalent iodine compounds, in particular aryl-λ -iodanes, have been used extensively as electrophilic group-transfer reagents. Even though these compounds are superior substrates in terms of reactivity and stability, their utilization is accompanied by stoichiometric amounts of an aryl iodide as...

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Bibliographic Details
Published in:Beilstein journal of organic chemistry 2018, Vol.14 (1), p.1263-1280
Main Authors: Boelke, Andreas, Finkbeiner, Peter, Nachtsheim, Boris J
Format: Article
Language:English
Subjects:
atom economy
benziodoxolones
Chemical reactions
Chemistry
homogeneous catalysis
hypervalent iodine
Iodine
Iodine compounds
iodonium salts
Ligands
Review
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Summary:Hypervalent iodine compounds, in particular aryl-λ -iodanes, have been used extensively as electrophilic group-transfer reagents. Even though these compounds are superior substrates in terms of reactivity and stability, their utilization is accompanied by stoichiometric amounts of an aryl iodide as waste. This highly nonpolar side product can be tedious to separate from the desired target molecules and significantly reduces the overall atom efficiency of these transformations. In this short review, we want to give a brief summary of recently developed methods, in which this arising former waste is used as an additional reagent in cascade transformations to generate multiple substituted products in one step and with high atom efficiency.
ISSN:1860-5397
2195-951X
1860-5397
DOI:10.3762/bjoc.14.108