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Microwave-Assisted aza-Friedel-Crafts Arylation of N-Acyliminium Ions: Expedient Access to 4 -Aryl 3,4-Dihydroquinazolinones
Uppsala University, Disciplinary Domain of Medicine and Pharmacy, Faculty of Pharmacy, Department of Medicinal Chemistry.
Uppsala University, Disciplinary Domain of Medicine and Pharmacy, Faculty of Pharmacy, Department of Medicinal Chemistry. Uppsala Univ, Dept Med Chem, Uppsala Biomed Ctr, POB 574, SE-75123 Uppsala, Sweden;Beactica AB, Uppsala Business Pk,Virdings Alle 2, S-75450 Uppsala, Sweden.
Uppsala University, Disciplinary Domain of Medicine and Pharmacy, Faculty of Pharmacy, Department of Medicinal Chemistry. Uppsala Univ, Dept Med Chem, Uppsala Biomed Ctr, POB 574, SE-75123 Uppsala, Sweden.
2018 (English)In: ACS OMEGA, ISSN 2470-1343, Vol. 3, no 10, p. 14258-14265Article in journal (Refereed) Published
Abstract [en]

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.

Place, publisher, year, edition, pages
AMER CHEMICAL SOC , 2018. Vol. 3, no 10, p. 14258-14265
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Medicinal Chemistry
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URN: urn:nbn:se:uu:diva-369754DOI: 10.1021/acsomega.8b02298ISI: 000449026500209OAI: oai:DiVA.org:uu-369754DiVA, id: diva2:1271736
Available from: 2018-12-18 Created: 2018-12-18 Last updated: 2018-12-18Bibliographically approved

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Sawant, Rajiv T.Odell, Luke R.

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