Zirconocene-mediated intermolecular coupling of one molecule of Si-tethered diyne with three molecules of organonitriles: one-pot formation of pyrrolo[3,2-c]pyridine derivatives via cleavage of CN triple bonds of organonitriles

Xiaohua Sun; Congyang Wang; Zhiping Li; Shiwei Zhang; Zhenfeng Xi

doi:10.1021/ja0497173

Zirconocene-mediated intermolecular coupling of one molecule of Si-tethered diyne with three molecules of organonitriles: one-pot formation of pyrrolo[3,2-c]pyridine derivatives via cleavage of CN triple bonds of organonitriles

J Am Chem Soc. 2004 Jun 16;126(23):7172-3. doi: 10.1021/ja0497173.

Authors

Xiaohua Sun¹, Congyang Wang, Zhiping Li, Shiwei Zhang, Zhenfeng Xi

Affiliation

¹ Institute of Chemistry, Chinese Academy of Sciences, Beijing 100080, China.

PMID: 15186143
DOI: 10.1021/ja0497173

Abstract

One Si-tethered diyne is coupled in one pot with three molecules of organonitriles promoted by a low-valent zirconocene species. Cleavage of one of the three CN triple bonds and cleavage of the two Si-C bonds take place to afford pyrrolo[3,2-c]pyridine derivatives after hydrolysis.