Reductive Hydroxymethylation of 4‐Heteroarylpyridines

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Abstract: The activation of pyridinium salts with electron‐withdrawing heterocycles enables an iridium‐catalyzed reductive hydroxymethylation reaction to proceed smoothly, facilitating the preparation of useful 3D heteroaryl‐substituted functionalized piperidines. The methodology is used to prepare 3‐hydroxymethylated analogues of pharmaceutical agents. Mechanistically, formaldehyde acts as both a hydride donor and the electrophile, leading to the formation of two new carbon–hydrogen bonds and one new carbon–carbon bond under relatively mild conditions.

Location: Deutsche Nationalbibliothek Frankfurt am Main

Extent: Online-Ressource

Language: Englisch

Bibliographic citation: Reductive Hydroxymethylation of 4‐Heteroarylpyridines ; volume:26 ; number:9 ; year:2020 ; pages:1963-1967 ; extent:5
Chemistry - a European journal ; 26, Heft 9 (2020), 1963-1967 (gesamt 5)

Creator: Hepburn, Hamish B.
Donohoe, Timothy J.

DOI: 10.1002/chem.202000060

URN: urn:nbn:de:101:1-2022060415174768404639

Rights: Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.

Last update: 15.08.2025, 7:39 AM CEST

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Hepburn, Hamish B.
Donohoe, Timothy J.

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Reductive Hydroxymethylation of 4‐Heteroarylpyridines

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Other Objects (12)

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Stratifying reductive groups

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Stratifying reductive groups

Representations of real reductive Lie groups

Generic blocks of finite reductive groups

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