Reductive functionalization of carboxamides : a recent update
Carboxamides including lactams are readily available and bench-stable chemical feedstock, and thus their use in chemical synthesis for production of valuable compounds would be an attractive choice in various synthetic endeavors. This review highlights and discusses recent advances on deoxygenative...
Saved in:
Main Authors: | , , |
---|---|
Other Authors: | |
Format: | Article |
Language: | English |
Published: |
2022
|
Subjects: | |
Online Access: | https://hdl.handle.net/10356/154870 |
Tags: |
Add Tag
No Tags, Be the first to tag this record!
|
Institution: | Nanyang Technological University |
Language: | English |
id |
sg-ntu-dr.10356-154870 |
---|---|
record_format |
dspace |
spelling |
sg-ntu-dr.10356-1548702023-02-28T19:59:29Z Reductive functionalization of carboxamides : a recent update Ong, Derek Yiren Chen, Jiahua Chiba, Shunsuke School of Physical and Mathematical Sciences Science::Chemistry Carboxamides Amines Carboxamides including lactams are readily available and bench-stable chemical feedstock, and thus their use in chemical synthesis for production of valuable compounds would be an attractive choice in various synthetic endeavors. This review highlights and discusses recent advances on deoxygenative reductive functionalization of carboxamides for the synthesis of -branched amines, that is initiated by controlled single hydride delivery to the amide carbonyl group and terminated by downstream functionalization of the iminium intermediates. The protocols are categorized based on the types of the reduction processes including those with aluminum hydrides, the Schwartz reagent, transition metal-catalyzed/mediated hydrosilylation, and sodium hydride-iodide composite. Ministry of Education (MOE) Nanyang Technological University Accepted version This work was supported by funding from Nanyang Technological University (NTU) and the Singapore Ministry of Education (Academic Research Fund Tier 2: MOE2017-T2-1-064 and MOE2019-T2-1-089). 2022-01-17T04:46:48Z 2022-01-17T04:46:48Z 2020 Journal Article Ong, D. Y., Chen, J. & Chiba, S. (2020). Reductive functionalization of carboxamides : a recent update. Bulletin of the Chemical Society of Japan, 93(11), 1339-1349. https://dx.doi.org/10.1246/bcsj.20200182 0009-2673 https://hdl.handle.net/10356/154870 10.1246/bcsj.20200182 11 93 1339 1349 en MOE2017-T2-1-064 MOE2019-T2-1-089 Bulletin of the Chemical Society of Japan © 2020 The Chemical Society of Japan. All rights reserved. This paper was published in Bulletin of the Chemical Society of Japan and is made available with permission of The Chemical Society of Japan. application/pdf |
institution |
Nanyang Technological University |
building |
NTU Library |
continent |
Asia |
country |
Singapore Singapore |
content_provider |
NTU Library |
collection |
DR-NTU |
language |
English |
topic |
Science::Chemistry Carboxamides Amines |
spellingShingle |
Science::Chemistry Carboxamides Amines Ong, Derek Yiren Chen, Jiahua Chiba, Shunsuke Reductive functionalization of carboxamides : a recent update |
description |
Carboxamides including lactams are readily available and bench-stable chemical feedstock, and thus their use in chemical synthesis for production of valuable compounds would be an attractive choice in various synthetic endeavors. This review highlights and discusses recent advances on deoxygenative reductive functionalization of carboxamides for the synthesis of -branched amines, that is initiated by controlled single hydride delivery to the amide carbonyl group and terminated by downstream functionalization of the iminium intermediates. The protocols are categorized based on the types of the reduction processes including those with aluminum hydrides, the Schwartz reagent, transition metal-catalyzed/mediated hydrosilylation, and sodium hydride-iodide composite. |
author2 |
School of Physical and Mathematical Sciences |
author_facet |
School of Physical and Mathematical Sciences Ong, Derek Yiren Chen, Jiahua Chiba, Shunsuke |
format |
Article |
author |
Ong, Derek Yiren Chen, Jiahua Chiba, Shunsuke |
author_sort |
Ong, Derek Yiren |
title |
Reductive functionalization of carboxamides : a recent update |
title_short |
Reductive functionalization of carboxamides : a recent update |
title_full |
Reductive functionalization of carboxamides : a recent update |
title_fullStr |
Reductive functionalization of carboxamides : a recent update |
title_full_unstemmed |
Reductive functionalization of carboxamides : a recent update |
title_sort |
reductive functionalization of carboxamides : a recent update |
publishDate |
2022 |
url |
https://hdl.handle.net/10356/154870 |
_version_ |
1759857127462010880 |