Tianjin Key Laboratory for Modern Drug Delivery & High-Efficiency, School of Pharmaceutical Science and Technology, Tianjin University, Tianjin 300072, China.
J Org Chem. 2013 Sep 6;78(17):8705-11. doi: 10.1021/jo401435v. Epub 2013 Aug 19.
Treatment of N-alkoxyamides with NBS in toluene was found to conveniently afford the corresponding carboxylic esters, including those bearing a bulky or long-chain substituent, in satisfactory to excellent yields. This approach not only represents a convenient and economic approach to a direct transformation of an alkoxyamide moiety into the carboxylic ester functional group, via oxidative homocoupling and the subsequent thermal denitrogenation, but also facilitates the synthesis of sterically hindered carboxylic esters.
用 N-溴代丁二酰亚胺（NBS）在甲苯中处理 N-烷氧基酰胺被发现可以方便地得到相应的羧酸酯，包括那些带有大体积或长链取代基的羧酸酯，产率令人满意到优秀。这种方法不仅代表了一种方便和经济的方法，可以通过氧化偶联和随后的热脱氮作用，直接将烷氧基酰胺部分转化为羧酸酯官能团，而且还促进了空间位阻羧酸酯的合成。
