1245784-98-8Relevant academic research and scientific papers
Efficient one-pot synthesis of N-Containing heterocycles by multicomponent coupling of silicon-tethered diynes, nitriles, and isocyanides through intramolecular cyclization of iminoacyl-Zr intermediates
Zhang, Shaoguang,Zhang, Wen-Xiong,Xi, Zhenfeng
, p. 8419 - 8426 (2010)
An efficient multicomponent synthesis of 5-azaindoles and dihydropyrrolo[3,2-c]azepines was achieved by zirconocene-mediated coupling of silicon-tethered diynes, nitriles, and isocyanides. The synthesis, structures, and intramolecular cyclization of mono- and bis(iminoacyl)-Zr intermediates were investigated to elucidate the reaction process. Upon hydrolysis, the isolated mono(iminoacyl)-Zr intermediates underwent intramolecular cyclization to afford tetrasubstituted 5azaindoles, whereas intramolecular cyclization of bis(iminoacyl)-Zr intermediates led to the formation of dihydropyrrolo[3,2-c] azepines. The structure of a bis(iminoacyl)-Zr intermediate, formed through insertion of two molecules of CyNC into the Zr-C bond, and structures of two dihydropyrrolo[3,2-c]azepines were characterized by single-crystal X-ray structural analysis.
