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Microwave-Assisted aza-Friedel–Crafts Arylation of N-Acyliminium Ions: Expedient Access to 4-Aryl 3,4-Dihydroquinazolinones

[Image: see text] A one-pot microwave-assisted aza-Friedel–Crafts arylation of N-acyliminium ions, generated in situ from o-formyl carbamates and different amines, is reported. This metal-free protocol provides rapid access to diverse 4-aryl 3,4-dihydroquinazolinones in excellent yield without any a...

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Detalles Bibliográficos
Autores principales: Sawant, Rajiv T., Stevens, Marc Y., Odell, Luke R.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2018
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6644441/
https://www.ncbi.nlm.nih.gov/pubmed/31458116
http://dx.doi.org/10.1021/acsomega.8b02298
Descripción
Sumario:[Image: see text] A one-pot microwave-assisted aza-Friedel–Crafts arylation of N-acyliminium ions, generated in situ from o-formyl carbamates and different amines, is reported. This metal-free protocol provides rapid access to diverse 4-aryl 3,4-dihydroquinazolinones in excellent yield without any aqueous workup. A solvent-directed process for the selective aza-Friedel–Crafts arylation of electron-rich aryl/heteroaryl/butenyl-tethered N-acyliminium ions is also described.