Carbonyl‐Alkyne Metathesis Reactions Catalyzed by Organic Halogen‐Bond Donors

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Abstract: The carbonyl‐alkyne metathesis reaction is a powerful method for the synthesis of α,β‐unsaturated carbonyls. We now report on the development of a halogen‐bond catalyzed protocol for both the intra‐ and intermolecular reaction. Our studies revealed that methanol is a highly efficient solvent and that a very broad range of functional groups are tolerated under the reaction conditions. Mechanistic studies support the proposed halogen‐bond interaction. Furthermore, the halogen‐bond protocol is compared with other available catalytic systems for these reactions.

Location: Deutsche Nationalbibliothek Frankfurt am Main

Extent: Online-Ressource

Language: Englisch

Bibliographic citation: Carbonyl‐Alkyne Metathesis Reactions Catalyzed by Organic Halogen‐Bond Donors ; volume:27 ; number:38 ; year:2024 ; extent:5
European journal of organic chemistry ; 27, Heft 38 (2024) (gesamt 5)

Creator: Arndt, Thiemo
Ghazi Zahedi, Hooman
Breugst, Martin

DOI: 10.1002/ejoc.202400595

URN: urn:nbn:de:101:1-2410111434189.084779427848

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

Last update: 15.08.2025, 7:21 AM CEST

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Arndt, Thiemo
Ghazi Zahedi, Hooman
Breugst, Martin

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Carbonyl‐Alkyne Metathesis Reactions Catalyzed by Organic Halogen‐Bond Donors

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Other Objects (12)

Iodine‐Catalyzed Carbonyl‐Alkyne Metathesis Reactions

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Carbonyl Hypoiodites as Extremely Strong Halogen Bond Donors

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Lewis Acid Catalyzed Carbonyl–Olefin Metathesis

Synthesis of polycyclic heteroaromatic hydrocarbons by Pd-catalyzed cross-coupling reactions, alkyne carbonyl metathesis and acid mediated cycloisomerization

Synthesis of Berkeleylactone A by Ring‐Closing Alkyne Metathesis

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Iodine‐Catalyzed Carbonyl‐Alkyne Metathesis Reactions

Iron-Catalyzed Carbonyl−Alkyne and Carbonyl−Olefin Metathesis Reactions

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Formation of alkyne-bridged ferrocenophanes using ring-closing alkyne metathesis on 1,1’-diacetylenic ferrocenes

Synthesis of Alkyne Metathesis Catalysts from Tris (dimethylamido) tungsten Precursors

Organocatalytic Carbonyl-Olefin Metathesis Using a Hydrazine Catalyst

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Iodine‐Catalyzed Carbonyl‐Alkyne Metathesis Reactions

Iron-Catalyzed Carbonyl−Alkyne and Carbonyl−Olefin Metathesis Reactions

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