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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:
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
Descripción
Sumario: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.