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Atom-economical group-transfer reactions with hypervalent iodine compounds

Hypervalent iodine compounds, in particular aryl-λ(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 a...

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Detalles Bibliográficos
Autores principales: Boelke, Andreas, Finkbeiner, Peter, Nachtsheim, Boris J
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2018
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6009129/
https://www.ncbi.nlm.nih.gov/pubmed/29977394
http://dx.doi.org/10.3762/bjoc.14.108
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author Boelke, Andreas
Finkbeiner, Peter
Nachtsheim, Boris J
author_facet Boelke, Andreas
Finkbeiner, Peter
Nachtsheim, Boris J
author_sort Boelke, Andreas
collection PubMed
description Hypervalent iodine compounds, in particular aryl-λ(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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spelling pubmed-60091292018-07-05 Atom-economical group-transfer reactions with hypervalent iodine compounds Boelke, Andreas Finkbeiner, Peter Nachtsheim, Boris J Beilstein J Org Chem Review Hypervalent iodine compounds, in particular aryl-λ(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. Beilstein-Institut 2018-05-30 /pmc/articles/PMC6009129/ /pubmed/29977394 http://dx.doi.org/10.3762/bjoc.14.108 Text en Copyright © 2018, Boelke et al. https://creativecommons.org/licenses/by/4.0https://www.beilstein-journals.org/bjoc/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/4.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms)
spellingShingle Review
Boelke, Andreas
Finkbeiner, Peter
Nachtsheim, Boris J
Atom-economical group-transfer reactions with hypervalent iodine compounds
title Atom-economical group-transfer reactions with hypervalent iodine compounds
title_full Atom-economical group-transfer reactions with hypervalent iodine compounds
title_fullStr Atom-economical group-transfer reactions with hypervalent iodine compounds
title_full_unstemmed Atom-economical group-transfer reactions with hypervalent iodine compounds
title_short Atom-economical group-transfer reactions with hypervalent iodine compounds
title_sort atom-economical group-transfer reactions with hypervalent iodine compounds
topic Review
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6009129/
https://www.ncbi.nlm.nih.gov/pubmed/29977394
http://dx.doi.org/10.3762/bjoc.14.108
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