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Mn- and Co-Catalyzed Aminocyclizations of Unsaturated Hydrazones Providing a Broad Range of Functionalized Pyrazolines

[Image: see text] Manganese- and cobalt-catalyzed aminocyclization reactions of unsaturated hydrazones are reported. Whereas manganese catalysis provides access to pyrazoline and tetrahydropyridazine alcohols, cobalt catalysis for the first time paves the way for the selective formation of pyrazolin...

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Autores principales: Balkenhohl, Moritz, Kölbl, Sebastian, Georgiev, Tony, Carreira, Erick M.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2021
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8317158/
https://www.ncbi.nlm.nih.gov/pubmed/34337605
http://dx.doi.org/10.1021/jacsau.1c00176
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author Balkenhohl, Moritz
Kölbl, Sebastian
Georgiev, Tony
Carreira, Erick M.
author_facet Balkenhohl, Moritz
Kölbl, Sebastian
Georgiev, Tony
Carreira, Erick M.
author_sort Balkenhohl, Moritz
collection PubMed
description [Image: see text] Manganese- and cobalt-catalyzed aminocyclization reactions of unsaturated hydrazones are reported. Whereas manganese catalysis provides access to pyrazoline and tetrahydropyridazine alcohols, cobalt catalysis for the first time paves the way for the selective formation of pyrazoline aldehydes. Furthermore, various functional groups including hydroperoxide, thiol derivatives, iodide, and bicyclopentane may be introduced via manganese-catalyzed ring-forming aminofunctionalization. A progesterone receptor antagonist was prepared using the aminocyclization protocol.
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spelling pubmed-83171582021-07-28 Mn- and Co-Catalyzed Aminocyclizations of Unsaturated Hydrazones Providing a Broad Range of Functionalized Pyrazolines Balkenhohl, Moritz Kölbl, Sebastian Georgiev, Tony Carreira, Erick M. JACS Au [Image: see text] Manganese- and cobalt-catalyzed aminocyclization reactions of unsaturated hydrazones are reported. Whereas manganese catalysis provides access to pyrazoline and tetrahydropyridazine alcohols, cobalt catalysis for the first time paves the way for the selective formation of pyrazoline aldehydes. Furthermore, various functional groups including hydroperoxide, thiol derivatives, iodide, and bicyclopentane may be introduced via manganese-catalyzed ring-forming aminofunctionalization. A progesterone receptor antagonist was prepared using the aminocyclization protocol. American Chemical Society 2021-06-11 /pmc/articles/PMC8317158/ /pubmed/34337605 http://dx.doi.org/10.1021/jacsau.1c00176 Text en © 2021 The Authors. Published by American Chemical Society https://creativecommons.org/licenses/by-nc-nd/4.0/Permits non-commercial access and re-use, provided that author attribution and integrity are maintained; but does not permit creation of adaptations or other derivative works (https://creativecommons.org/licenses/by-nc-nd/4.0/).
spellingShingle Balkenhohl, Moritz
Kölbl, Sebastian
Georgiev, Tony
Carreira, Erick M.
Mn- and Co-Catalyzed Aminocyclizations of Unsaturated Hydrazones Providing a Broad Range of Functionalized Pyrazolines
title Mn- and Co-Catalyzed Aminocyclizations of Unsaturated Hydrazones Providing a Broad Range of Functionalized Pyrazolines
title_full Mn- and Co-Catalyzed Aminocyclizations of Unsaturated Hydrazones Providing a Broad Range of Functionalized Pyrazolines
title_fullStr Mn- and Co-Catalyzed Aminocyclizations of Unsaturated Hydrazones Providing a Broad Range of Functionalized Pyrazolines
title_full_unstemmed Mn- and Co-Catalyzed Aminocyclizations of Unsaturated Hydrazones Providing a Broad Range of Functionalized Pyrazolines
title_short Mn- and Co-Catalyzed Aminocyclizations of Unsaturated Hydrazones Providing a Broad Range of Functionalized Pyrazolines
title_sort mn- and co-catalyzed aminocyclizations of unsaturated hydrazones providing a broad range of functionalized pyrazolines
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8317158/
https://www.ncbi.nlm.nih.gov/pubmed/34337605
http://dx.doi.org/10.1021/jacsau.1c00176
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