CAL-B-mediated efficient synthesis of a set of valuable amides by direct amidation of phenoxy- and aryl-propionic acids

被引:3
作者
Benamara, Nourelhouda [1 ]
Merabet-Khelassi, Mounia [1 ]
Aribi-Zouioueche, Louisa [1 ]
Riant, Olivier [2 ]
机构
[1] Badji Mokhtar Annaba Univ, Ecocompatible Asymmetr Catalysis Lab LCAE, BP 12, Annaba 23000, Algeria
[2] Catholic Univ Louvain, Inst Condensed Matter & Nanosci Mol Solids & Reac, Batiment Lavoisier Pl Louis Pasteur 1,Bte 3, B-1348 Louvain La Neuve, Belgium
来源
CHEMICAL PAPERS | 2021年 / 75卷 / 08期
关键词
CAL-B; NSAIDs prodrugs; Boc-proline; Direct amidation;
D O I
10.1007/s11696-021-01636-5
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
An efficient, easy and sustainable amidation of a set of non-activated carboxylic acids with anilines, assisted by CAL-B, as biodegradable catalyst, is reported. The enzymatic amidation reactions are performed on set of nonsteroidal anti-inflammatory drugs (NSAIDs), phenoxypropionic acid and protected-prolines by direct condensation of one equivalent of carboxylic acids and two equivalents of anilines derivatives in heptane after 72 h of reaction at 80 degrees C. The obtained carboxylic amides are recovered with isolated chemical yields varied between moderate and excellent. Fourteen from them are reported for the first time, and an X-ray crystal is obtained for: N-(4-iodophenyl)-2-(4-isobutylphenyl)propanamide 1d.
引用
收藏
页码:4045 / 4053
页数:9
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