Centre of Excellence for Integrated Approaches in Chemistry and Biology of Proteins, Jamova 39, 1000 Ljubljana, Slovenia.
Jožef Stefan International Postgraduate School, Jamova 39, 1000 Ljubljana, Slovenia.
Molecules. 2018 Sep 2;23(9):2235. doi: 10.3390/molecules23092235.
-halosuccinimides (NXSs) are well-known to be convenient, easily manipulable and low-priced halogenation reagents in organic synthesis. In the present work, -bromosuccinimide (NBS) has been promoted as the most efficient and selective catalyst among the NXSs in the reaction of direct esterification of aryl and alkyl carboxylic acids. Comprehensive esterification of substituted benzoic acids, mono-, di- and tri-carboxy alkyl derivatives has been performed under neat reaction conditions. The method is metal-free, air- and moisture-tolerant, allowing for a simple synthetic and isolation procedure as well as the large-scale synthesis of aromatic and alkyl esters with yields up to 100%. Protocol for the recycling of the catalyst has been proposed.
-卤代琥珀酰亚胺（NXS）在有机合成中是众所周知的方便、易操作且价格低廉的卤化试剂。在本工作中，N-溴代琥珀酰亚胺（NBS）在芳基和烷基羧酸的直接酯化反应中被证明是 NXS 中最有效和选择性最高的催化剂。在无金属、耐空气和耐湿的条件下，对取代苯甲酸、单、二和三羧烷基衍生物进行了全面的酯化反应。该方法具有简单的合成和分离步骤，允许进行芳香族和烷基酯的大规模合成，产率高达 100%。还提出了催化剂回收的方案。
