Site-selective amination and/or nitrilation via metal-free C(sp(2))–C(sp(3)) cleavage of benzylic and allylic alcohols

Benzylic/allylic alcohols are converted via site-selective C(sp(2))–C(sp(3)) cleavage to value-added nitrogenous motifs, viz., anilines and/or nitriles as well as N-heterocycles, utilizing commercial hydroxylamine-O-sulfonic acid (HOSA) and Et(3)N in an operationally simple, one-pot process. Notably...

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Detalles Bibliográficos
Autores principales: Anugu, Raghunath Reddy, Falck, John R.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2022
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9067586/
https://www.ncbi.nlm.nih.gov/pubmed/35655896
http://dx.doi.org/10.1039/d2sc00758d
Descripción
Sumario:Benzylic/allylic alcohols are converted via site-selective C(sp(2))–C(sp(3)) cleavage to value-added nitrogenous motifs, viz., anilines and/or nitriles as well as N-heterocycles, utilizing commercial hydroxylamine-O-sulfonic acid (HOSA) and Et(3)N in an operationally simple, one-pot process. Notably, cyclic benzylic/allylic alcohols undergo bis-functionalization with attendant increases in architectural complexity and step-economy.

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