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强酸性苯甲酰胺衍生物的合成与稳定性

Synthesis and stability of strongly acidic benzamide derivatives.

作者信息

Diness Frederik, Bjerrum Niels J, Begtrup Mikael

机构信息

Department of Drug Design and Pharmacology, University of Copenhagen, Universitetsparken 2, DK-2100 Copenhagen, Denmark.

Present address: Department of Chemistry, University of Copenhagen, Universitetsparken 5, DK-2100 Copenhagen, Denmark.

出版信息

Beilstein J Org Chem. 2018 Feb 27;14:523-530. doi: 10.3762/bjoc.14.38. eCollection 2018.

DOI:10.3762/bjoc.14.38
PMID:29623113
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC5852525/
Abstract

Reactivity studies of strong organic acids based on the replacement of one or both of the oxygens in benzoic acids with the trifluoromethanesulfonamide group are reported. Novel derivatives of these types of acids were synthesized in good yields. The generated -triflylbenzamides were further functionalized through cross-coupling and nucleophilic aromatic substitution reactions. All compounds were stable in dilute aqueous solutions. Studies of stability under acidic and basic conditions are also reported.

摘要

报道了基于用三氟甲磺酰胺基团取代苯甲酸中的一个或两个氧原子的强有机酸的反应性研究。以良好的产率合成了这些类型酸的新型衍生物。生成的三氟甲磺酰基苯甲酰胺通过交叉偶联和亲核芳香取代反应进一步官能化。所有化合物在稀水溶液中都是稳定的。还报道了在酸性和碱性条件下的稳定性研究。

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