Journal article
Reductive hydroxymethylation of 4‐heteroarylpyridines
- 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.
- Publication status:
- Published
- Peer review status:
- Peer reviewed
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- Files:
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(Version of record, 1.3MB)
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(Supplementary materials, 11.5MB)
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- Publisher copy:
- 10.1002/chem.202000060
Authors
Funding
Bibliographic Details
- Publisher:
- Wiley Publisher's website
- Journal:
- Chemistry: A European Journal Journal website
- Volume:
- 26
- Issue:
- 9
- Pages:
- 1963-1967
- Publication date:
- 2020-01-30
- Acceptance date:
- 2020-01-07
- DOI:
- EISSN:
-
1521-3765
- ISSN:
-
0947-6539
Item Description
- Language:
- English
- Keywords:
- Pubs id:
-
1083676
- Local pid:
- pubs:1083676
- Deposit date:
- 2020-01-28
Terms of use
- Copyright holder:
- Wiley‐VCH Verlag GmbH & Co. KGaA.
- Copyright date:
- 2020
- Rights statement:
- © 2020 Wiley‐VCH Verlag GmbH & Co. KGaA, Weinheim. This is an open access article under the terms of the Creative Commons Attribution License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited.
- Licence:
- CC Attribution (CC BY)
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