Pd-Catalyzed Hydroamination of Alkoxyallenes with Azole Heterocycles: Examples and Mechanistic Proposal

[Image: see text] Palladium-catalyzed regio- and enantioselective addition of azole heterocycles to alkoxyallenes was developed (up to 92% yields and up to 94% ee). DFT calculations suggest a new Pd(0)-driven mechanistic pathway proceeding through protonation of the Pd-coordinated allene (4-PdL(2)),...

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Detalles Bibliográficos
Autores principales: Bernar, Ivan, Fiser, Béla, Blanco-Ania, Daniel, Gómez-Bengoa, Enrique, Rutjes, Floris P. J. T.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2017
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5565904/
https://www.ncbi.nlm.nih.gov/pubmed/28786679
http://dx.doi.org/10.1021/acs.orglett.7b01826
Descripción
Sumario:[Image: see text] Palladium-catalyzed regio- and enantioselective addition of azole heterocycles to alkoxyallenes was developed (up to 92% yields and up to 94% ee). DFT calculations suggest a new Pd(0)-driven mechanistic pathway proceeding through protonation of the Pd-coordinated allene (4-PdL(2)), which develops a strongly nucleophilic character at the central C atom.

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