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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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
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author Sawant, Rajiv T.
Stevens, Marc Y.
Odell, Luke R.
author_facet Sawant, Rajiv T.
Stevens, Marc Y.
Odell, Luke R.
author_sort Sawant, Rajiv T.
collection PubMed
description [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.
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spelling pubmed-66444412019-08-27 Microwave-Assisted aza-Friedel–Crafts Arylation of N-Acyliminium Ions: Expedient Access to 4-Aryl 3,4-Dihydroquinazolinones Sawant, Rajiv T. Stevens, Marc Y. Odell, Luke R. ACS Omega [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. American Chemical Society 2018-10-29 /pmc/articles/PMC6644441/ /pubmed/31458116 http://dx.doi.org/10.1021/acsomega.8b02298 Text en Copyright © 2018 American Chemical Society This is an open access article published under an ACS AuthorChoice License (http://pubs.acs.org/page/policy/authorchoice_termsofuse.html) , which permits copying and redistribution of the article or any adaptations for non-commercial purposes.
spellingShingle Sawant, Rajiv T.
Stevens, Marc Y.
Odell, Luke R.
Microwave-Assisted aza-Friedel–Crafts Arylation of N-Acyliminium Ions: Expedient Access to 4-Aryl 3,4-Dihydroquinazolinones
title Microwave-Assisted aza-Friedel–Crafts Arylation of N-Acyliminium Ions: Expedient Access to 4-Aryl 3,4-Dihydroquinazolinones
title_full Microwave-Assisted aza-Friedel–Crafts Arylation of N-Acyliminium Ions: Expedient Access to 4-Aryl 3,4-Dihydroquinazolinones
title_fullStr Microwave-Assisted aza-Friedel–Crafts Arylation of N-Acyliminium Ions: Expedient Access to 4-Aryl 3,4-Dihydroquinazolinones
title_full_unstemmed Microwave-Assisted aza-Friedel–Crafts Arylation of N-Acyliminium Ions: Expedient Access to 4-Aryl 3,4-Dihydroquinazolinones
title_short Microwave-Assisted aza-Friedel–Crafts Arylation of N-Acyliminium Ions: Expedient Access to 4-Aryl 3,4-Dihydroquinazolinones
title_sort microwave-assisted aza-friedel–crafts arylation of n-acyliminium ions: expedient access to 4-aryl 3,4-dihydroquinazolinones
url 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
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