Guo Wusheng, Gómez José Enrique, Martínez-Rodríguez Luis, Bandeira Nuno A G, Bo Carles, Kleij Arjan W
Institute of Chemical Research of Catalonia (ICIQ), the Barcelona Institute of Science and Technology, Av. Països Catalans 16, 43007, Tarragona, Spain.
Centro de Química e Bioquímica, Faculdade de Ciências, Universidade de Lisboa, Campo Grande, 1749-016, Lisboa, Portugal.
ChemSusChem. 2017 May 9;10(9):1969-1975. doi: 10.1002/cssc.201700415. Epub 2017 Apr 13.
Catalytic ring-opening of bio-sourced non-strained lactones with aromatic amines can offer a straightforward, 100 % atom-economical, and sustainable pathway towards relevant N-aryl amide scaffolds. Herein, the first general, metal-free, and highly efficient N-aryl amide formation is reported from poorly reactive aromatic amines and non-strained lactones under mild operating conditions using an organic bicyclic guanidine catalyst. This protocol has high application potential as exemplified by the formal syntheses of drug-relevant molecules.
生物来源的非张力内酯与芳香胺的催化开环反应，可为制备相关的N-芳基酰胺骨架提供一条直接、100%原子经济且可持续的途径。在此，报道了首例在温和操作条件下，使用有机双环胍催化剂，由反应活性较低的芳香胺和非张力内酯实现的通用、无金属且高效的N-芳基酰胺合成方法。该方法具有很高的应用潜力，药物相关分子的形式合成即为例证。
