Calcium(II)-Catalyzed Reductive Amination of Biomass-Derived Keto Acids to Functionalized Lactams under Solvent-Free Conditions

Direct access to the polyfluorinated lactams through Ca­(NTf2)2 catalyzed by either the reductive amination of biomass-derived keto acids with amines or the reductive amination of amino acids with carbonyl derivatives under solvent-free conditions is realized. The two versatile protocols display che...

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Veröffentlicht in:Organic letters 2023-04, Vol.25 (14), p.2504-2508
Hauptverfasser: Li, Haoran, Huang, Fangting, Gao, Hui, Zhou, Zhi, Hong, Xujia, Yi, Wei, Wang, Shengdong
Format: Artikel
Sprache:eng
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Zusammenfassung:Direct access to the polyfluorinated lactams through Ca­(NTf2)2 catalyzed by either the reductive amination of biomass-derived keto acids with amines or the reductive amination of amino acids with carbonyl derivatives under solvent-free conditions is realized. The two versatile protocols display chemospecificity and good substrate tolerance to deliver five- to eight-membered lactams with diverse functionality and substitution patterns. The robustness of the methodology is further demonstrated by subsequent application in the late-stage functionalization of drug molecules.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.3c00676