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Leveraging Electron‐Deficient Iminium Intermediates in a General Synthesis of Valuable Amines

The development of reactions converting alkenes and alkynes into valuable building blocks remains one of the main goals of synthetic chemistry. Herein, we present the leveraging of highly electron‐deficient iminium ions, rare and fleeting intermediates, into a general amine synthesis. This enables t...

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Detalles Bibliográficos
Autores principales: Hsu, Che‐Sheng, Gonçalves, Carlos R., Tona, Veronica, Pons, Amandine, Kaiser, Marcel, Maulide, Nuno
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2022
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9311413/
https://www.ncbi.nlm.nih.gov/pubmed/35103377
http://dx.doi.org/10.1002/anie.202115435
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author Hsu, Che‐Sheng
Gonçalves, Carlos R.
Tona, Veronica
Pons, Amandine
Kaiser, Marcel
Maulide, Nuno
author_facet Hsu, Che‐Sheng
Gonçalves, Carlos R.
Tona, Veronica
Pons, Amandine
Kaiser, Marcel
Maulide, Nuno
author_sort Hsu, Che‐Sheng
collection PubMed
description The development of reactions converting alkenes and alkynes into valuable building blocks remains one of the main goals of synthetic chemistry. Herein, we present the leveraging of highly electron‐deficient iminium ions, rare and fleeting intermediates, into a general amine synthesis. This enables the preparation of amines bearing e.g. valuable α‐trifluoromethyl moieties under mild conditions. This broad concept is highlighted by the late‐stage amination of quinine into a biologically interesting new analogue.
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spelling pubmed-93114132022-07-29 Leveraging Electron‐Deficient Iminium Intermediates in a General Synthesis of Valuable Amines Hsu, Che‐Sheng Gonçalves, Carlos R. Tona, Veronica Pons, Amandine Kaiser, Marcel Maulide, Nuno Angew Chem Int Ed Engl Communications The development of reactions converting alkenes and alkynes into valuable building blocks remains one of the main goals of synthetic chemistry. Herein, we present the leveraging of highly electron‐deficient iminium ions, rare and fleeting intermediates, into a general amine synthesis. This enables the preparation of amines bearing e.g. valuable α‐trifluoromethyl moieties under mild conditions. This broad concept is highlighted by the late‐stage amination of quinine into a biologically interesting new analogue. John Wiley and Sons Inc. 2022-03-16 2022-05-09 /pmc/articles/PMC9311413/ /pubmed/35103377 http://dx.doi.org/10.1002/anie.202115435 Text en © 2022 The Authors. Angewandte Chemie International Edition published by Wiley-VCH GmbH https://creativecommons.org/licenses/by/4.0/This is an open access article under the terms of the http://creativecommons.org/licenses/by/4.0/ (https://creativecommons.org/licenses/by/4.0/) License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited.
spellingShingle Communications
Hsu, Che‐Sheng
Gonçalves, Carlos R.
Tona, Veronica
Pons, Amandine
Kaiser, Marcel
Maulide, Nuno
Leveraging Electron‐Deficient Iminium Intermediates in a General Synthesis of Valuable Amines
title Leveraging Electron‐Deficient Iminium Intermediates in a General Synthesis of Valuable Amines
title_full Leveraging Electron‐Deficient Iminium Intermediates in a General Synthesis of Valuable Amines
title_fullStr Leveraging Electron‐Deficient Iminium Intermediates in a General Synthesis of Valuable Amines
title_full_unstemmed Leveraging Electron‐Deficient Iminium Intermediates in a General Synthesis of Valuable Amines
title_short Leveraging Electron‐Deficient Iminium Intermediates in a General Synthesis of Valuable Amines
title_sort leveraging electron‐deficient iminium intermediates in a general synthesis of valuable amines
topic Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9311413/
https://www.ncbi.nlm.nih.gov/pubmed/35103377
http://dx.doi.org/10.1002/anie.202115435
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