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Access to highly substituted oxazoles by the reaction of α-azidochalcone with potassium thiocyanate

The reactivity of α-azidochalcones has been explored for the preparation of highly substituted oxazoles via a 2H-azirine intermediate. The azidochalcones, when treated with potassium thiocyanate in the presence of potassium persulfate, lead to 2,4,5-trisubstituted oxazoles in good yields. Incidental...

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Detalles Bibliográficos
Autores principales: Harisha, Mysore Bhyrappa, Dhanalakshmi, Pandi, Suresh, Rajendran, Kumar, Raju Ranjith, Muthusubramanian, Shanmugam
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2020
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7476590/
https://www.ncbi.nlm.nih.gov/pubmed/32952727
http://dx.doi.org/10.3762/bjoc.16.178
Descripción
Sumario:The reactivity of α-azidochalcones has been explored for the preparation of highly substituted oxazoles via a 2H-azirine intermediate. The azidochalcones, when treated with potassium thiocyanate in the presence of potassium persulfate, lead to 2,4,5-trisubstituted oxazoles in good yields. Incidentally, 2-aminothiazoles are the products when ferric nitrate is employed instead of persulfate in the above reaction.