β-二氟烯烃、二氟甲基和三氟甲基β-内酰胺的合成、反应活性及抗菌活性

Synthesis, Reactivity, and Antibacterial Activity of -Difluoroalkene, Difluoromethyl, and Trifluoromethyl β-Lactams.

作者信息

Skibinska Monika, Warowicka Alicja, Koroniak Henryk, Cytlak Tomasz, Crousse Benoît

机构信息

Faculty of Chemistry, Adam Mickiewicz University, Uniwersytetu Poznańskiego 8, 61-614 Poznań, Poland.

Faculty of Biology, Adam Mickiewicz University, Uniwersytetu Poznańskiego 6, 61-614 Poznań, Poland.

出版信息

Org Lett. 2024 Jan 26;26(3):692-696. doi: 10.1021/acs.orglett.3c04094. Epub 2024 Jan 16.

DOI:10.1021/acs.orglett.3c04094

PMID:38227548

原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC10825868/

Abstract

New -difluoroalkenes were synthesized by the dehydrofluorination of the corresponding 4-CF-β-lactams. An unexpected rearrangement mechanism of the ester moiety dependent on a stabilizing negative charge was observed. Hydrogenation to 4-CHF-β-lactams was successful from -difluoro-β-lactams.

摘要

通过相应的4-CF-β-内酰胺的脱氟化氢反应合成了新型二氟烯烃。观察到酯部分存在一种依赖于稳定负电荷的意外重排机制。从二氟-β-内酰胺成功氢化得到4-CHF-β-内酰胺。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/132e/10825868/d39011bb0c22/ol3c04094_0001.jpg

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β-二氟烯烃、二氟甲基和三氟甲基β-内酰胺的合成、反应活性及抗菌活性

Synthesis, Reactivity, and Antibacterial Activity of -Difluoroalkene, Difluoromethyl, and Trifluoromethyl β-Lactams.

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β-二氟烯烃、二氟甲基和三氟甲基β-内酰胺的合成、反应活性及抗菌活性

Synthesis, Reactivity, and Antibacterial Activity of -Difluoroalkene, Difluoromethyl, and Trifluoromethyl β-Lactams.

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出版信息

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