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Atom-economical group-transfer reactions with hypervalent iodine compounds

Journal

BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY
Volume 14, Issue -, Pages 1263-1280

Publisher

BEILSTEIN-INSTITUT
DOI: 10.3762/bjoc.14.108

Keywords

atom economy; benziodoxolones; homogeneous catalysis; hypervalent iodine; iodonium salts

Funding

  1. Fonds der Chemischen Industrie
  2. German Academic Exchange Service (DAAD)

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Hypervalent iodine compounds, in particular aryl-lambda(3)-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.

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