Iron‐Catalyzed Borrowing Hydrogen C‐Alkylation of Oxindoles with Alcohols

A general and efficient iron‐catalyzed C‐alkylation of oxindoles has been developed. This borrowing hydrogen approach employing a (cyclopentadienone)iron carbonyl complex (2 mol %) exhibited a broad reaction scope, allowing benzylic and simple primary and secondary aliphatic alcohols to be employed...

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Autores principales: Dambatta, Mubarak B., Polidano, Kurt, Northey, Alexander D., Williams, Jonathan M. J., Morrill, Louis C.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2019
Materias:
Communications
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6619250/
https://www.ncbi.nlm.nih.gov/pubmed/30958919
http://dx.doi.org/10.1002/cssc.201900799
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author Dambatta, Mubarak B.
Polidano, Kurt
Northey, Alexander D.
Williams, Jonathan M. J.
Morrill, Louis C.
author_facet Dambatta, Mubarak B.
Polidano, Kurt
Northey, Alexander D.
Williams, Jonathan M. J.
Morrill, Louis C.
author_sort Dambatta, Mubarak B.
collection PubMed
description A general and efficient iron‐catalyzed C‐alkylation of oxindoles has been developed. This borrowing hydrogen approach employing a (cyclopentadienone)iron carbonyl complex (2 mol %) exhibited a broad reaction scope, allowing benzylic and simple primary and secondary aliphatic alcohols to be employed as alkylating agents. A variety of oxindoles underwent selective mono‐C3‐alkylation in good‐to‐excellent isolated yields (28 examples, 50–92 % yield, 79 % average yield).
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spelling pubmed-66192502019-07-22 Iron‐Catalyzed Borrowing Hydrogen C‐Alkylation of Oxindoles with Alcohols Dambatta, Mubarak B. Polidano, Kurt Northey, Alexander D. Williams, Jonathan M. J. Morrill, Louis C. ChemSusChem Communications A general and efficient iron‐catalyzed C‐alkylation of oxindoles has been developed. This borrowing hydrogen approach employing a (cyclopentadienone)iron carbonyl complex (2 mol %) exhibited a broad reaction scope, allowing benzylic and simple primary and secondary aliphatic alcohols to be employed as alkylating agents. A variety of oxindoles underwent selective mono‐C3‐alkylation in good‐to‐excellent isolated yields (28 examples, 50–92 % yield, 79 % average yield). John Wiley and Sons Inc. 2019-05-07 2019-06-07 /pmc/articles/PMC6619250/ /pubmed/30958919 http://dx.doi.org/10.1002/cssc.201900799 Text en © 2019 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA. This is an open access article under the terms of the http://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
Dambatta, Mubarak B.
Polidano, Kurt
Northey, Alexander D.
Williams, Jonathan M. J.
Morrill, Louis C.
Iron‐Catalyzed Borrowing Hydrogen C‐Alkylation of Oxindoles with Alcohols
title Iron‐Catalyzed Borrowing Hydrogen C‐Alkylation of Oxindoles with Alcohols
title_full Iron‐Catalyzed Borrowing Hydrogen C‐Alkylation of Oxindoles with Alcohols
title_fullStr Iron‐Catalyzed Borrowing Hydrogen C‐Alkylation of Oxindoles with Alcohols
title_full_unstemmed Iron‐Catalyzed Borrowing Hydrogen C‐Alkylation of Oxindoles with Alcohols
title_short Iron‐Catalyzed Borrowing Hydrogen C‐Alkylation of Oxindoles with Alcohols
title_sort iron‐catalyzed borrowing hydrogen c‐alkylation of oxindoles with alcohols
topic Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6619250/
https://www.ncbi.nlm.nih.gov/pubmed/30958919
http://dx.doi.org/10.1002/cssc.201900799
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