3680-43-1Relevant academic research and scientific papers
Cyclobutadiene Rhodium Complexes as Catalysts for the Synthesis of Amides from Electron-rich Arenes, Tosyl Azide and CO
Shvydkiy, Nikita V.,Petrushina, Tatiana N.,Perekalin, Dmitry S.
, p. 2873 - 2878 (2021)
Cyclobutadiene rhodium complexes [(C4R4)RhX]2 (R=Et, Ph; X=I, Cl) at 0.5 mol % loading catalyze the formation of aromatic amides from various indoles, tosyl azide, and carbon monoxide (1 atm). The reaction gives good yield
Intermolecular C?H Amidation of (Hetero)arenes to Produce Amides through Rhodium-Catalyzed Carbonylation of Nitrene Intermediates
Yuan, Si-Wen,Han, Hui,Li, Yan-Lin,Wu, Xueli,Bao, Xiaoguang,Gu, Zheng-Yang,Xia, Ji-Bao
supporting information, p. 8887 - 8892 (2019/05/29)
Amide bond formation is one of the most important reactions in organic chemistry because of the widespread presence of amides in pharmaceuticals and biologically active compounds. Existing methods for amides synthesis are reaching their inherent limits. Described herein is a novel rhodium-catalyzed three-component reaction to synthesize amides from organic azides, carbon monoxide, and (hetero)arenes via nitrene-intermediates and direct C?H functionalization. Notably, the reaction proceeds in an intermolecular fashion with N2 as the only by-product, and either directing groups nor additives are required. The computational and mechanistic studies show that the amides are formed via a key Rh-nitrene intermediate.
