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

Rajiv T. Sawant | Zendy; Marc Y. Stevens | Zendy; Luke R. Odell | Zendy

Open Access

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

Author(s) -

Rajiv T. Sawant,

Marc Y. Stevens,

Luke R. Odell

Publication year - 2018

Publication title -

acs omega

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.779

H-Index - 40

ISSN - 2470-1343

DOI - 10.1021/acsomega.8b02298

Subject(s) - friedel–crafts reaction , aryl , ion , chemistry , microwave , medicinal chemistry , combinatorial chemistry , organic chemistry , catalysis , computer science , telecommunications , alkyl

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.

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