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Multi C−H Functionalization Reactions of Carbazole Heterocycles via Gold‐Catalyzed Carbene Transfer Reactions

Herein we describe a multiple C−H functionalization reaction of carbazole heterocycles with diazoalkanes. We show that gold catalysts play a distinct role in enabling a multiple C−H functionalization reaction to introduce up to six carbene fragments onto molecules containing multiple carbazole units...

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Detalles Bibliográficos
Autores principales: Jana, Sripati, Empel, Claire, Nguyen, Thanh Vinh, Koenigs, Rene M.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7898811/
https://www.ncbi.nlm.nih.gov/pubmed/33278310
http://dx.doi.org/10.1002/chem.202004724
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author Jana, Sripati
Empel, Claire
Nguyen, Thanh Vinh
Koenigs, Rene M.
author_facet Jana, Sripati
Empel, Claire
Nguyen, Thanh Vinh
Koenigs, Rene M.
author_sort Jana, Sripati
collection PubMed
description Herein we describe a multiple C−H functionalization reaction of carbazole heterocycles with diazoalkanes. We show that gold catalysts play a distinct role in enabling a multiple C−H functionalization reaction to introduce up to six carbene fragments onto molecules containing multiple carbazole units or to link multiple carbazole units into a single molecule. A one‐pot stepwise approach enables the introduction of two different carbene fragments to allow orthogonal deprotection and straightforward derivatization.
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spelling pubmed-78988112021-03-03 Multi C−H Functionalization Reactions of Carbazole Heterocycles via Gold‐Catalyzed Carbene Transfer Reactions Jana, Sripati Empel, Claire Nguyen, Thanh Vinh Koenigs, Rene M. Chemistry Communications Herein we describe a multiple C−H functionalization reaction of carbazole heterocycles with diazoalkanes. We show that gold catalysts play a distinct role in enabling a multiple C−H functionalization reaction to introduce up to six carbene fragments onto molecules containing multiple carbazole units or to link multiple carbazole units into a single molecule. A one‐pot stepwise approach enables the introduction of two different carbene fragments to allow orthogonal deprotection and straightforward derivatization. John Wiley and Sons Inc. 2021-01-12 2021-02-05 /pmc/articles/PMC7898811/ /pubmed/33278310 http://dx.doi.org/10.1002/chem.202004724 Text en © 2020 The Authors. Published by Wiley-VCH GmbH This is an open access article under the terms of the http://creativecommons.org/licenses/by-nc/4.0/ License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited and is not used for commercial purposes.
spellingShingle Communications
Jana, Sripati
Empel, Claire
Nguyen, Thanh Vinh
Koenigs, Rene M.
Multi C−H Functionalization Reactions of Carbazole Heterocycles via Gold‐Catalyzed Carbene Transfer Reactions
title Multi C−H Functionalization Reactions of Carbazole Heterocycles via Gold‐Catalyzed Carbene Transfer Reactions
title_full Multi C−H Functionalization Reactions of Carbazole Heterocycles via Gold‐Catalyzed Carbene Transfer Reactions
title_fullStr Multi C−H Functionalization Reactions of Carbazole Heterocycles via Gold‐Catalyzed Carbene Transfer Reactions
title_full_unstemmed Multi C−H Functionalization Reactions of Carbazole Heterocycles via Gold‐Catalyzed Carbene Transfer Reactions
title_short Multi C−H Functionalization Reactions of Carbazole Heterocycles via Gold‐Catalyzed Carbene Transfer Reactions
title_sort multi c−h functionalization reactions of carbazole heterocycles via gold‐catalyzed carbene transfer reactions
topic Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7898811/
https://www.ncbi.nlm.nih.gov/pubmed/33278310
http://dx.doi.org/10.1002/chem.202004724
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