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...

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Main Authors: Ong, Derek Yiren, Chen, Jiahua, Chiba, Shunsuke
Other Authors: School of Physical and Mathematical Sciences
Format: Article
Language:English
Published: 2022
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Online Access:https://hdl.handle.net/10356/154870
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Institution: Nanyang Technological University
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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
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