Introducing 1,3-enyne functionalization by nitrene transfer reaction
In the context of carbon–nitrogen bond formation, metal-catalyzed nitrene transfer reactions constitute a powerful transformation. While many saturated and unsaturated substrates can be modified with this strategy, the incorporation of nitrene into enynes yet remains undescribed. Herein, we report t...
| Authors: | , , , , , , |
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| Format: | article |
| Status: | Versión aceptada para publicación |
| Publication Date: | 2024 |
| Country: | España |
| Institution: | Varias* (Consorci de Biblioteques Universitáries de Catalunya, Centre de Serveis Científics i Acadèmics de Catalunya) |
| Repository: | Recercat. Dipósit de la Recerca de Catalunya |
| OAI Identifier: | oai:recercat.cat:2072/537495 |
| Online Access: | http://hdl.handle.net/2072/537495 https://doi.org/10.1016/j.checat.2023.100865 |
| Access Level: | Open access |
| Keyword: | Química 54 |
| Summary: | In the context of carbon–nitrogen bond formation, metal-catalyzed nitrene transfer reactions constitute a powerful transformation. While many saturated and unsaturated substrates can be modified with this strategy, the incorporation of nitrene into enynes yet remains undescribed. Herein, we report the first example of this transformation, leading to the formation of propargyl aziridines or unsaturated sulfinamides, corresponding to the attack of a copper-nitrene intermediate onto the ene or yne sites. Density functional theory (DFT) studies have provided an explanation for this diverse reactivity, which is sustained on the interactions of the enyne substituent with the pyrazolyl rings of the trispyrazolylborate ancillary ligand of the catalyst. |
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