Laboratory of Synthesis and Natural Products, Institute of Chemical Sciences and Engineering, Ecole Polytechnique Fédérale de Lausanne, EPFL-SB-ISIC-LSPN, BCH 5304 , 1015 Lausanne, Switzerland.
Org Lett. 2018 Jan 5;20(1):126-129. doi: 10.1021/acs.orglett.7b03479. Epub 2017 Dec 13.
Three-component reaction of methyl α,α-disubstituted α-isocyanoacetates, primary amines, and aryl(vinyl) halides in the presence of Pd(OAc) (0.05 equiv) and CuO (1.0 equiv) provided 2,3,5,5-tetrasubstituted imidazolones via the formation of three chemical bonds. A copper-mediated migratory insertion of the isocyano group into the N-H bond of the amine followed by lactamization and Pd-catalyzed cross-coupling of the in situ generated amidinyl copper species with aryl(vinyl) halides accounted for the reaction outcome.
在 Pd(OAc)(0.05 当量)和 CuO(1.0 当量)的存在下，α，α-二取代甲基-α-异氰基乙酸酯、伯胺和芳基(乙烯基)卤化物的三组分反应通过形成三个化学键提供了 2,3,5,5-四取代的咪唑啉酮。铜介导的异氰基团向胺的 N-H 键的迁移插入，随后进行内酰胺化以及在原位生成的氨甲酰铜物种与芳基(乙烯基)卤化物的 Pd 催化交叉偶联解释了反应结果。
