Efficient Synthesis of 3H-Indoles Enabled by the Lead-Mediated α-Arylation of β-Ketoesters or γ-Lactams Using Aryl Azides

[Image: see text] The development of a lead-mediated α-arylation reaction between aryl azides and β-ketoesters or γ-lactams that facilitates the formation of 3H-indoles is disclosed. Twenty-five examples are included which demonstrate the generality of this reaction to access aryl azides bearing tet...

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Autores principales: Zhou, Fei, Driver, Tom G.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2014
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4059265/
https://www.ncbi.nlm.nih.gov/pubmed/24865180
http://dx.doi.org/10.1021/ol5010615
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author Zhou, Fei
Driver, Tom G.
author_facet Zhou, Fei
Driver, Tom G.
author_sort Zhou, Fei
collection PubMed
description [Image: see text] The development of a lead-mediated α-arylation reaction between aryl azides and β-ketoesters or γ-lactams that facilitates the formation of 3H-indoles is disclosed. Twenty-five examples are included which demonstrate the generality of this reaction to access aryl azides bearing tetrasubstituted o-alkyl substituents. When paired with a Staudinger reduction, this reaction streamlines the synthesis of functionalized 3H-indoles.
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spelling pubmed-40592652015-05-27 Efficient Synthesis of 3H-Indoles Enabled by the Lead-Mediated α-Arylation of β-Ketoesters or γ-Lactams Using Aryl Azides Zhou, Fei Driver, Tom G. Org Lett [Image: see text] The development of a lead-mediated α-arylation reaction between aryl azides and β-ketoesters or γ-lactams that facilitates the formation of 3H-indoles is disclosed. Twenty-five examples are included which demonstrate the generality of this reaction to access aryl azides bearing tetrasubstituted o-alkyl substituents. When paired with a Staudinger reduction, this reaction streamlines the synthesis of functionalized 3H-indoles. American Chemical Society 2014-05-27 2014-06-06 /pmc/articles/PMC4059265/ /pubmed/24865180 http://dx.doi.org/10.1021/ol5010615 Text en Copyright © 2014 American Chemical Society
spellingShingle Zhou, Fei
Driver, Tom G.
Efficient Synthesis of 3H-Indoles Enabled by the Lead-Mediated α-Arylation of β-Ketoesters or γ-Lactams Using Aryl Azides
title Efficient Synthesis of 3H-Indoles Enabled by the Lead-Mediated α-Arylation of β-Ketoesters or γ-Lactams Using Aryl Azides
title_full Efficient Synthesis of 3H-Indoles Enabled by the Lead-Mediated α-Arylation of β-Ketoesters or γ-Lactams Using Aryl Azides
title_fullStr Efficient Synthesis of 3H-Indoles Enabled by the Lead-Mediated α-Arylation of β-Ketoesters or γ-Lactams Using Aryl Azides
title_full_unstemmed Efficient Synthesis of 3H-Indoles Enabled by the Lead-Mediated α-Arylation of β-Ketoesters or γ-Lactams Using Aryl Azides
title_short Efficient Synthesis of 3H-Indoles Enabled by the Lead-Mediated α-Arylation of β-Ketoesters or γ-Lactams Using Aryl Azides
title_sort efficient synthesis of 3h-indoles enabled by the lead-mediated α-arylation of β-ketoesters or γ-lactams using aryl azides
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4059265/
https://www.ncbi.nlm.nih.gov/pubmed/24865180
http://dx.doi.org/10.1021/ol5010615
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