A green and efficient synthetic methodology towards the synthesis of 1-allyl-6-chloro-4-oxo-1,4-dihydroquinoline-3-carboxamide derivatives
Quinolone is a privileged scaffold in medicinal chemistry and 4-Quinolone-3-Carboxamides have been reported to harbor vast therapeutic potential. However, conversion of N-1 substituted 4-Quinolone 3-Carboxylate to its corresponding carbamates is highly restrictive. This motivated us to adopt a much...
Published in: | BMC Chemistry |
---|---|
Main Author: | |
Format: | Article |
Language: | English |
Published: |
BioMed Central Ltd
2022
|
Online Access: | https://www.scopus.com/inward/record.uri?eid=2-s2.0-85143620076&doi=10.1186%2fs13065-022-00902-1&partnerID=40&md5=5d44f2e69f37a35f13c17bc0b718d7a0 |
id |
2-s2.0-85143620076 |
---|---|
spelling |
2-s2.0-85143620076 Gill M.S.A.; Azzman N.; Hassan S.S.; Shah S.A.A.; Ahemad N. A green and efficient synthetic methodology towards the synthesis of 1-allyl-6-chloro-4-oxo-1,4-dihydroquinoline-3-carboxamide derivatives 2022 BMC Chemistry 16 1 10.1186/s13065-022-00902-1 https://www.scopus.com/inward/record.uri?eid=2-s2.0-85143620076&doi=10.1186%2fs13065-022-00902-1&partnerID=40&md5=5d44f2e69f37a35f13c17bc0b718d7a0 Quinolone is a privileged scaffold in medicinal chemistry and 4-Quinolone-3-Carboxamides have been reported to harbor vast therapeutic potential. However, conversion of N-1 substituted 4-Quinolone 3-Carboxylate to its corresponding carbamates is highly restrictive. This motivated us to adopt a much simpler, scalable and efficient methodology for the synthesis of highly pure N-1 substituted 4- Quinolone-3-Carboxamides with excellent yields. Our adopted methodology not only provides a robust pathway for the convenient synthesis of N-1 substituted 4- Quinolone-3-Carboxamides which can then be explored for their therapeutic potential, this may also be adaptable for the derivatization of other such less reactive carboxylate species. © 2022, The Author(s). BioMed Central Ltd 2661801X English Article All Open Access; Gold Open Access |
author |
Gill M.S.A.; Azzman N.; Hassan S.S.; Shah S.A.A.; Ahemad N. |
spellingShingle |
Gill M.S.A.; Azzman N.; Hassan S.S.; Shah S.A.A.; Ahemad N. A green and efficient synthetic methodology towards the synthesis of 1-allyl-6-chloro-4-oxo-1,4-dihydroquinoline-3-carboxamide derivatives |
author_facet |
Gill M.S.A.; Azzman N.; Hassan S.S.; Shah S.A.A.; Ahemad N. |
author_sort |
Gill M.S.A.; Azzman N.; Hassan S.S.; Shah S.A.A.; Ahemad N. |
title |
A green and efficient synthetic methodology towards the synthesis of 1-allyl-6-chloro-4-oxo-1,4-dihydroquinoline-3-carboxamide derivatives |
title_short |
A green and efficient synthetic methodology towards the synthesis of 1-allyl-6-chloro-4-oxo-1,4-dihydroquinoline-3-carboxamide derivatives |
title_full |
A green and efficient synthetic methodology towards the synthesis of 1-allyl-6-chloro-4-oxo-1,4-dihydroquinoline-3-carboxamide derivatives |
title_fullStr |
A green and efficient synthetic methodology towards the synthesis of 1-allyl-6-chloro-4-oxo-1,4-dihydroquinoline-3-carboxamide derivatives |
title_full_unstemmed |
A green and efficient synthetic methodology towards the synthesis of 1-allyl-6-chloro-4-oxo-1,4-dihydroquinoline-3-carboxamide derivatives |
title_sort |
A green and efficient synthetic methodology towards the synthesis of 1-allyl-6-chloro-4-oxo-1,4-dihydroquinoline-3-carboxamide derivatives |
publishDate |
2022 |
container_title |
BMC Chemistry |
container_volume |
16 |
container_issue |
1 |
doi_str_mv |
10.1186/s13065-022-00902-1 |
url |
https://www.scopus.com/inward/record.uri?eid=2-s2.0-85143620076&doi=10.1186%2fs13065-022-00902-1&partnerID=40&md5=5d44f2e69f37a35f13c17bc0b718d7a0 |
description |
Quinolone is a privileged scaffold in medicinal chemistry and 4-Quinolone-3-Carboxamides have been reported to harbor vast therapeutic potential. However, conversion of N-1 substituted 4-Quinolone 3-Carboxylate to its corresponding carbamates is highly restrictive. This motivated us to adopt a much simpler, scalable and efficient methodology for the synthesis of highly pure N-1 substituted 4- Quinolone-3-Carboxamides with excellent yields. Our adopted methodology not only provides a robust pathway for the convenient synthesis of N-1 substituted 4- Quinolone-3-Carboxamides which can then be explored for their therapeutic potential, this may also be adaptable for the derivatization of other such less reactive carboxylate species. © 2022, The Author(s). |
publisher |
BioMed Central Ltd |
issn |
2661801X |
language |
English |
format |
Article |
accesstype |
All Open Access; Gold Open Access |
record_format |
scopus |
collection |
Scopus |
_version_ |
1809678157721108480 |