Quinazolinone Synthesis through Base-Promoted S(N)Ar Reaction of ortho-Fluorobenzamides with Amides Followed by Cyclization

[Image: see text] A transition-metal-free synthesis of quinazolin-4-ones by Cs(2)CO(3)-promoted S(N)Ar reaction of ortho-fluorobenzamides with amides followed by cyclization in dimethyl sulfoxide has been developed. The present procedure can provide efficient synthetic methods for the formation of b...

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Autores principales: Iqbal, Muhammad Asif, Lu, Le, Mehmood, Hina, Khan, Dost Muhammad, Hua, Ruimao
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2019
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6647956/
https://www.ncbi.nlm.nih.gov/pubmed/31459909
http://dx.doi.org/10.1021/acsomega.9b00699
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author Iqbal, Muhammad Asif
Lu, Le
Mehmood, Hina
Khan, Dost Muhammad
Hua, Ruimao
author_facet Iqbal, Muhammad Asif
Lu, Le
Mehmood, Hina
Khan, Dost Muhammad
Hua, Ruimao
author_sort Iqbal, Muhammad Asif
collection PubMed
description [Image: see text] A transition-metal-free synthesis of quinazolin-4-ones by Cs(2)CO(3)-promoted S(N)Ar reaction of ortho-fluorobenzamides with amides followed by cyclization in dimethyl sulfoxide has been developed. The present procedure can provide efficient synthetic methods for the formation of both 2-substituted and 2,3-disubstituted quinazolin-4-one rings depending on the use of easily available starting materials and an efficient, one-pot protocol for the synthesis of the marketed drug product of methaqualone.
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spelling pubmed-66479562019-08-27 Quinazolinone Synthesis through Base-Promoted S(N)Ar Reaction of ortho-Fluorobenzamides with Amides Followed by Cyclization Iqbal, Muhammad Asif Lu, Le Mehmood, Hina Khan, Dost Muhammad Hua, Ruimao ACS Omega [Image: see text] A transition-metal-free synthesis of quinazolin-4-ones by Cs(2)CO(3)-promoted S(N)Ar reaction of ortho-fluorobenzamides with amides followed by cyclization in dimethyl sulfoxide has been developed. The present procedure can provide efficient synthetic methods for the formation of both 2-substituted and 2,3-disubstituted quinazolin-4-one rings depending on the use of easily available starting materials and an efficient, one-pot protocol for the synthesis of the marketed drug product of methaqualone. American Chemical Society 2019-05-07 /pmc/articles/PMC6647956/ /pubmed/31459909 http://dx.doi.org/10.1021/acsomega.9b00699 Text en Copyright © 2019 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 Iqbal, Muhammad Asif
Lu, Le
Mehmood, Hina
Khan, Dost Muhammad
Hua, Ruimao
Quinazolinone Synthesis through Base-Promoted S(N)Ar Reaction of ortho-Fluorobenzamides with Amides Followed by Cyclization
title Quinazolinone Synthesis through Base-Promoted S(N)Ar Reaction of ortho-Fluorobenzamides with Amides Followed by Cyclization
title_full Quinazolinone Synthesis through Base-Promoted S(N)Ar Reaction of ortho-Fluorobenzamides with Amides Followed by Cyclization
title_fullStr Quinazolinone Synthesis through Base-Promoted S(N)Ar Reaction of ortho-Fluorobenzamides with Amides Followed by Cyclization
title_full_unstemmed Quinazolinone Synthesis through Base-Promoted S(N)Ar Reaction of ortho-Fluorobenzamides with Amides Followed by Cyclization
title_short Quinazolinone Synthesis through Base-Promoted S(N)Ar Reaction of ortho-Fluorobenzamides with Amides Followed by Cyclization
title_sort quinazolinone synthesis through base-promoted s(n)ar reaction of ortho-fluorobenzamides with amides followed by cyclization
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6647956/
https://www.ncbi.nlm.nih.gov/pubmed/31459909
http://dx.doi.org/10.1021/acsomega.9b00699
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