Nickel‐Catalyzed Reductive Hydrolysis of Nitriles to Alcohols

Abstract: Nitriles are an abundant class of compounds that are widely used as versatile feedstocks to produce various chemicals including pharmaceuticals, and agrochemicals as well as materials. Here we report Ni‐catalyzed reductive hydrolysis of nitriles to alcohols in the presence of molecular hydrogen. This conversion likely occurs in a domino reaction sequence that first involves the hydrogenation of nitrile to primary imine, then the hydrolysis of imine, and subsequent deamination to the aldehyde, which is finally hydrogenated to the desired alcohol. Crucial for this reductive hydrolysis process is the commercially available triphos‐ligated Ni‐complex that enables highly efficient and selective transformation of aromatic, heterocyclic, and aliphatic nitriles including fatty nitriles to prepare functionalized primary alcohols. Further, the synthetic applicability of this Ni‐based protocol is presented for the selective conversion of nitrile to alcoholic group in structurally diverse and complex drug molecules as well as agrochemicals. The resulting products, alcohols are indispensable chemicals commonly used in organic synthesis and life sciences as well as material and energy technologies.

Location
Deutsche Nationalbibliothek Frankfurt am Main
Extent
Online-Ressource
Language
Englisch

Bibliographic citation
Nickel‐Catalyzed Reductive Hydrolysis of Nitriles to Alcohols ; day:02 ; month:01 ; year:2025 ; extent:9
Angewandte Chemie / International edition. International edition ; (02.01.2025) (gesamt 9)

Creator
Kuloor, Chakreshwara
Akash
Goyal, Vishakha
Zbořil, Radek
Beller, Mathias
Jagadeesh, Rajenahally V.

DOI
10.1002/anie.202414689
URN
urn:nbn:de:101:1-2501031315153.028397103219
Rights
Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
Last update
15.08.2025, 7:31 AM CEST

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