Nickel‐Catalyzed Chemoselective Arylation of Amino Alcohols
Abstract: A systematic evaluation of competitive bisphosphine/Ni‐catalyzed C−N versus C−O cross‐couplings involving model compounds enabled development of hitherto unknown chemoselective O‐ and N‐arylation of amino alcohols with (hetero) aryl chloride electrophiles, without recourse to protection group chemistry. Use of the CyPAd‐DalPhos pre‐catalyst C2 enabled particularly challenging O‐arylation chemoselectivity in amino alcohols featuring branched primary and secondary alkylamine groups, while selective N‐arylation was observed in substrates featuring less‐hindered linear alkylamine and aniline reacting groups. Useful reaction scope in the (hetero) aryl chloride was achieved throughout, and the ability to conduct such transformations using benchtop handling of materials is demonstrated.
- Location
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Deutsche Nationalbibliothek Frankfurt am Main
- Extent
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Online-Ressource
- Language
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Englisch
- Bibliographic citation
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Nickel‐Catalyzed Chemoselective Arylation of Amino Alcohols ; day:26 ; month:04 ; year:2023 ; extent:7
Angewandte Chemie / International edition. International edition ; (26.04.2023) (gesamt 7)
- Creator
- DOI
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10.1002/anie.202300686
- URN
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urn:nbn:de:101:1-2023042715171010842429
- Rights
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Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
- Last update
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14.08.2025, 11:00 AM CEST
Data provider
Deutsche Nationalbibliothek. If you have any questions about the object, please contact the data provider.
Associated
- Morrison, Kathleen M.
- Yeung, Charles S.
- Stradiotto, Mark