Alkynyl Thioethers in Gold‐Catalyzed Annulations To Form Oxazoles

Non‐oxidative, regioselective, and convergent access to densely functionalized oxazoles is realized in a functional‐group tolerant manner using alkynyl thioethers. Sulfur‐terminated alkynes provide access to reactivity previously requiring strong donor‐substituted alkynes such as ynamides. Sulfur do...

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Detalles Bibliográficos
Autores principales: Reddy, Raju Jannapu, Ball‐Jones, Matthew P., Davies, Paul W.
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/PMC5656920/
https://www.ncbi.nlm.nih.gov/pubmed/28841255
http://dx.doi.org/10.1002/anie.201706850
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author Reddy, Raju Jannapu
Ball‐Jones, Matthew P.
Davies, Paul W.
author_facet Reddy, Raju Jannapu
Ball‐Jones, Matthew P.
Davies, Paul W.
author_sort Reddy, Raju Jannapu
collection PubMed
description Non‐oxidative, regioselective, and convergent access to densely functionalized oxazoles is realized in a functional‐group tolerant manner using alkynyl thioethers. Sulfur‐terminated alkynes provide access to reactivity previously requiring strong donor‐substituted alkynes such as ynamides. Sulfur does not act in an analogous donor fashion in this gold‐catalyzed reaction, thus leading to complementary regioselective outcomes and addressing the limitations of using ynamides.
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spelling pubmed-56569202017-11-01 Alkynyl Thioethers in Gold‐Catalyzed Annulations To Form Oxazoles Reddy, Raju Jannapu Ball‐Jones, Matthew P. Davies, Paul W. Angew Chem Int Ed Engl Communications Non‐oxidative, regioselective, and convergent access to densely functionalized oxazoles is realized in a functional‐group tolerant manner using alkynyl thioethers. Sulfur‐terminated alkynes provide access to reactivity previously requiring strong donor‐substituted alkynes such as ynamides. Sulfur does not act in an analogous donor fashion in this gold‐catalyzed reaction, thus leading to complementary regioselective outcomes and addressing the limitations of using ynamides. John Wiley and Sons Inc. 2017-09-19 2017-10-16 /pmc/articles/PMC5656920/ /pubmed/28841255 http://dx.doi.org/10.1002/anie.201706850 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
Reddy, Raju Jannapu
Ball‐Jones, Matthew P.
Davies, Paul W.
Alkynyl Thioethers in Gold‐Catalyzed Annulations To Form Oxazoles
title Alkynyl Thioethers in Gold‐Catalyzed Annulations To Form Oxazoles
title_full Alkynyl Thioethers in Gold‐Catalyzed Annulations To Form Oxazoles
title_fullStr Alkynyl Thioethers in Gold‐Catalyzed Annulations To Form Oxazoles
title_full_unstemmed Alkynyl Thioethers in Gold‐Catalyzed Annulations To Form Oxazoles
title_short Alkynyl Thioethers in Gold‐Catalyzed Annulations To Form Oxazoles
title_sort alkynyl thioethers in gold‐catalyzed annulations to form oxazoles
topic Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5656920/
https://www.ncbi.nlm.nih.gov/pubmed/28841255
http://dx.doi.org/10.1002/anie.201706850
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