A Simple and Broadly Applicable C−N Bond Forming Dearomatization Protocol Enabled by Bifunctional Amino Reagents

A C−N bond forming dearomatization protocol with broad scope is outlined. Specifically, bifunctional amino reagents are used for sequential nucleophilic and electrophilic C−N bond formations, with the latter effecting the key dearomatization step. Using this approach, γ‐arylated alcohols are convert...

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Detalles Bibliográficos
Autores principales: Ma, Xiaofeng, Farndon, Joshua J., Young, Tom A., Fey, Natalie, Bower, John F.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2017
Materias:
Communications
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5698738/
https://www.ncbi.nlm.nih.gov/pubmed/28925055
http://dx.doi.org/10.1002/anie.201708176
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author Ma, Xiaofeng
Farndon, Joshua J.
Young, Tom A.
Fey, Natalie
Bower, John F.
author_facet Ma, Xiaofeng
Farndon, Joshua J.
Young, Tom A.
Fey, Natalie
Bower, John F.
author_sort Ma, Xiaofeng
collection PubMed
description A C−N bond forming dearomatization protocol with broad scope is outlined. Specifically, bifunctional amino reagents are used for sequential nucleophilic and electrophilic C−N bond formations, with the latter effecting the key dearomatization step. Using this approach, γ‐arylated alcohols are converted to a wide range of differentially protected spirocyclic pyrrolidines in just two or three steps.
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spelling pubmed-56987382017-11-30 A Simple and Broadly Applicable C−N Bond Forming Dearomatization Protocol Enabled by Bifunctional Amino Reagents Ma, Xiaofeng Farndon, Joshua J. Young, Tom A. Fey, Natalie Bower, John F. Angew Chem Int Ed Engl Communications A C−N bond forming dearomatization protocol with broad scope is outlined. Specifically, bifunctional amino reagents are used for sequential nucleophilic and electrophilic C−N bond formations, with the latter effecting the key dearomatization step. Using this approach, γ‐arylated alcohols are converted to a wide range of differentially protected spirocyclic pyrrolidines in just two or three steps. John Wiley and Sons Inc. 2017-10-11 2017-11-13 /pmc/articles/PMC5698738/ /pubmed/28925055 http://dx.doi.org/10.1002/anie.201708176 Text en © 2017 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA. This is an open access article under the terms of the Creative Commons Attribution (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
Ma, Xiaofeng
Farndon, Joshua J.
Young, Tom A.
Fey, Natalie
Bower, John F.
A Simple and Broadly Applicable C−N Bond Forming Dearomatization Protocol Enabled by Bifunctional Amino Reagents
title A Simple and Broadly Applicable C−N Bond Forming Dearomatization Protocol Enabled by Bifunctional Amino Reagents
title_full A Simple and Broadly Applicable C−N Bond Forming Dearomatization Protocol Enabled by Bifunctional Amino Reagents
title_fullStr A Simple and Broadly Applicable C−N Bond Forming Dearomatization Protocol Enabled by Bifunctional Amino Reagents
title_full_unstemmed A Simple and Broadly Applicable C−N Bond Forming Dearomatization Protocol Enabled by Bifunctional Amino Reagents
title_short A Simple and Broadly Applicable C−N Bond Forming Dearomatization Protocol Enabled by Bifunctional Amino Reagents
title_sort simple and broadly applicable c−n bond forming dearomatization protocol enabled by bifunctional amino reagents
topic Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5698738/
https://www.ncbi.nlm.nih.gov/pubmed/28925055
http://dx.doi.org/10.1002/anie.201708176
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