ArticleChemistry (Weinheim an der Bergstrasse, Germany)2020
Reductive Hydroxymethylation of 4-Heteroarylpyridines.
Article in Chemistry (Weinheim an der Bergstrasse, Germany), 2020. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 9 papers.
What it found
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The trial behind it
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Who cites it
9 citing papers in PubMed, 15 citations in OpenAlex.
- Reaction strategies for the meta-selective functionalization of pyridine through dearomatization.Molecular diversity · 2025Review
- Recent Strategies in the Nucleophilic Dearomatization of Pyridines, Quinolines, and Isoquinolines.Chemical reviews · 2024Review
- Recent advances in the dearomative functionalisation of heteroarenes.Chemical science · 2022Review
- Evolution of the Dearomative Functionalization of Activated Quinolines and Isoquinolines: Expansion of the Electrophile Scope.Angewandte Chemie (Weinheim an der Bergstrasse, Germany) · 2022Article
- Evolution of the Dearomative Functionalization of Activated Quinolines and Isoquinolines: Expansion of the Electrophile Scope.Angewandte Chemie (International ed. in English) · 2022Article
- Interrupted reactions in chemical synthesis.Nature reviews. Chemistry · 2021Review
- Single point activation of pyridines enables reductive hydroxymethylation.Chemical science · 2020Article
- Rhodium catalysed C-3/5 methylation of pyridines using temporary dearomatisation.Chemical science · 2020Article
- Reductive Hydroxymethylation of 4-Heteroarylpyridines.Chemistry (Weinheim an der Bergstrasse, Germany) · 2020Article
Corrections and comments
PubMed lists nothing against this paper. Absence here is not a guarantee, only a check that was made.
Authors and funding
2 authors at 1 institution in 1 country.
Funding
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.
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Registered trials
Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.