Controlled reduction of nitriles by sodium hydride and zinc chloride

Controlled reduction of nitriles by sodium hydride and zinc chloride

A new protocol for the controlled reduction of nitriles to aldehydes was developed using a combination of sodium hydride and zinc chloride. The iminyl zinc intermediates derived from aromatic nitriles could be further functionalized with allylmetal nucleophiles to afford homoallylamines. As the meth...

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Main Authors: Ong, Derek Yiren, Chiba, Shunsuke
Other Authors: School of Physical and Mathematical Sciences
Format: Article
Language:English
Published: 2022
Subjects:
Science::Chemistry
Nitriles
Aldehydes
Online Access:https://hdl.handle.net/10356/154837
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Institution: Nanyang Technological University
Language: English
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spelling sg-ntu-dr.10356-1548372023-02-28T19:58:42Z Controlled reduction of nitriles by sodium hydride and zinc chloride Ong, Derek Yiren Chiba, Shunsuke School of Physical and Mathematical Sciences Science::Chemistry Nitriles Aldehydes A new protocol for the controlled reduction of nitriles to aldehydes was developed using a combination of sodium hydride and zinc chloride. The iminyl zinc intermediates derived from aromatic nitriles could be further functionalized with allylmetal nucleophiles to afford homoallylamines. As the method allows the reduction of various aliphatic and aromatic nitriles with a concise procedure under milder reaction conditions and exhibits wide functional group compatibility, it is well suited for use in various opportunities in chemical synthesis. Ministry of Education (MOE) Nanyang Technological University Accepted version This work was supported by funding from Nanyang Technological University (NTU) and the Ministry of Education - Singapore (Academic Research Fund Tier 1: RG10/17). 2022-01-13T08:09:19Z 2022-01-13T08:09:19Z 2020 Journal Article Ong, D. Y. & Chiba, S. (2020). Controlled reduction of nitriles by sodium hydride and zinc chloride. Synthesis, 52(9), 1369-1378. https://dx.doi.org/10.1055/s-0039-1690838 0039-7881 https://hdl.handle.net/10356/154837 10.1055/s-0039-1690838 2-s2.0-85083588823 9 52 1369 1378 en RG10/17 Synthesis © 2020 Thieme. All rights reserved. This paper was published in Synthesis and is made available with permission of Thieme. 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
Nitriles
Aldehydes
spellingShingle Science::Chemistry
Nitriles
Aldehydes
Ong, Derek Yiren
Chiba, Shunsuke
Controlled reduction of nitriles by sodium hydride and zinc chloride
description A new protocol for the controlled reduction of nitriles to aldehydes was developed using a combination of sodium hydride and zinc chloride. The iminyl zinc intermediates derived from aromatic nitriles could be further functionalized with allylmetal nucleophiles to afford homoallylamines. As the method allows the reduction of various aliphatic and aromatic nitriles with a concise procedure under milder reaction conditions and exhibits wide functional group compatibility, it is well suited for use in various opportunities in chemical synthesis.
author2 School of Physical and Mathematical Sciences
author_facet School of Physical and Mathematical Sciences
Ong, Derek Yiren
Chiba, Shunsuke
format Article
author Ong, Derek Yiren
Chiba, Shunsuke
author_sort Ong, Derek Yiren
title Controlled reduction of nitriles by sodium hydride and zinc chloride
title_short Controlled reduction of nitriles by sodium hydride and zinc chloride
title_full Controlled reduction of nitriles by sodium hydride and zinc chloride
title_fullStr Controlled reduction of nitriles by sodium hydride and zinc chloride
title_full_unstemmed Controlled reduction of nitriles by sodium hydride and zinc chloride
title_sort controlled reduction of nitriles by sodium hydride and zinc chloride
publishDate 2022
url https://hdl.handle.net/10356/154837
_version_ 1759856261667487744

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