Direct Synthesis of Enamides via Electrophilic Activation of Amides

[Image: see text] A novel, one-step N-dehydrogenation of amides to enamides is reported. This reaction employs the unlikely combination of LiHMDS and triflic anhydride, which serves as both the electrophilic activator and the oxidant, and is characterized by its simple setup and broad substrate scop...

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Autores principales: Spieß, Philipp, Berger, Martin, Kaiser, Daniel, Maulide, Nuno
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2021
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8299460/
https://www.ncbi.nlm.nih.gov/pubmed/34232035
http://dx.doi.org/10.1021/jacs.1c04363
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author Spieß, Philipp
Berger, Martin
Kaiser, Daniel
Maulide, Nuno
author_facet Spieß, Philipp
Berger, Martin
Kaiser, Daniel
Maulide, Nuno
author_sort Spieß, Philipp
collection PubMed
description [Image: see text] A novel, one-step N-dehydrogenation of amides to enamides is reported. This reaction employs the unlikely combination of LiHMDS and triflic anhydride, which serves as both the electrophilic activator and the oxidant, and is characterized by its simple setup and broad substrate scope. The synthetic utility of the formed enamides was readily demonstrated in a range of downstream transformations.
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spelling pubmed-82994602021-07-23 Direct Synthesis of Enamides via Electrophilic Activation of Amides Spieß, Philipp Berger, Martin Kaiser, Daniel Maulide, Nuno J Am Chem Soc [Image: see text] A novel, one-step N-dehydrogenation of amides to enamides is reported. This reaction employs the unlikely combination of LiHMDS and triflic anhydride, which serves as both the electrophilic activator and the oxidant, and is characterized by its simple setup and broad substrate scope. The synthetic utility of the formed enamides was readily demonstrated in a range of downstream transformations. American Chemical Society 2021-07-07 2021-07-21 /pmc/articles/PMC8299460/ /pubmed/34232035 http://dx.doi.org/10.1021/jacs.1c04363 Text en © 2021 The Authors. Published by American Chemical Society Permits the broadest form of re-use including for commercial purposes, provided that author attribution and integrity are maintained (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Spieß, Philipp
Berger, Martin
Kaiser, Daniel
Maulide, Nuno
Direct Synthesis of Enamides via Electrophilic Activation of Amides
title Direct Synthesis of Enamides via Electrophilic Activation of Amides
title_full Direct Synthesis of Enamides via Electrophilic Activation of Amides
title_fullStr Direct Synthesis of Enamides via Electrophilic Activation of Amides
title_full_unstemmed Direct Synthesis of Enamides via Electrophilic Activation of Amides
title_short Direct Synthesis of Enamides via Electrophilic Activation of Amides
title_sort direct synthesis of enamides via electrophilic activation of amides
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8299460/
https://www.ncbi.nlm.nih.gov/pubmed/34232035
http://dx.doi.org/10.1021/jacs.1c04363
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