Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Materials Science & Collaborative Innovation Center of Suzhou Nano Science and Technology , Soochow University , Suzhou 215123 , China.
Org Lett. 2018 Sep 7;20(17):5510-5514. doi: 10.1021/acs.orglett.8b02516. Epub 2018 Aug 28.
A Co(II)/Ag(I) synergistically catalyzed three-component reaction of isocyanide with terminal alkyne and water to afford alkynamide derivatives is reported. The insertion of monoisocyanide into the C-H bond of terminal alkynes is an efficient, straightforward, atom-economical route to alkynamides, which are useful synthons in organic synthesis. This synergistic process achieves the cleavage of a C-H bond and the construction of new C-C and C═O bonds under mild conditions through the reaction of Co(II)-activated isocyanides and a Ag(I)-complex-activated terminal alkyne. This reaction has broad substrate versatility and functional group tolerance.
报道了一种 Co(II)/Ag(I)协同催化的异氰化物与末端炔烃和水的三组分反应,生成炔酰胺衍生物。单异氰化物插入末端炔烃的 C-H 键是合成炔酰胺的有效、直接、原子经济性方法,炔酰胺是有机合成中的有用合成子。该协同过程通过 Co(II)激活的异氰化物和 Ag(I)配合物激活的末端炔烃的反应,在温和条件下实现了 C-H 键的断裂和新的 C-C 和 C=O 键的构建。该反应具有广泛的底物适用性和官能团耐受性。