Laboratoire de Chimie Organique, Service de Chimie et PhysicoChimie Organiques , Université libre de Bruxelles (ULB) , Avenue F. D. Roosevelt 50, CP160/06 , 1050 Brussels , Belgium.
Org Lett. 2018 Sep 7;20(17):5098-5102. doi: 10.1021/acs.orglett.8b01896. Epub 2018 Aug 21.
An efficient, broadly applicable, operationally simple, and divergent process for the transformation of imides into a range of carboxylic acid derivatives under mild conditions is reported. By simply using catalytic amounts of ytterbium(III) triflate as a Lewis acid promoter in the presence of alcohols, water, amines, or N, O-dimethylhydroxylamine, a broad range of imides is smoothly and readily converted to the corresponding esters, carboxylic acids, amides, and Weinreb amides in good yields. This method notably enables an easy cleavage of oxazolidinone-based auxiliaries.
本文报道了一种在温和条件下将酰亚胺转化为一系列羧酸衍生物的高效、广泛适用、操作简单且具有多样性的方法。仅使用催化量的三氟甲磺酸镱（III）作为路易斯酸促进剂，在醇、水、胺或 N，O-二甲基羟胺的存在下，各种酰亚胺可顺利且容易地转化为相应的酯、羧酸、酰胺和 Weinreb 酰胺，产率良好。该方法还可显著促进基于恶唑烷酮的辅助基团的易于裂解。
