Zhang Zhen, Xiao Fan, Huang Baoliang, Hu Jincheng, Fu Bin, Zhang Zhenhua
Department of Applied Chemistry, China Agricultural University , Beijing 100193, China.
Org Lett. 2016 Mar 4;18(5):908-11. doi: 10.1021/acs.orglett.5b03570. Epub 2016 Feb 23.
A self-relay rhodium(I)-catalyzed cyclization of alkyne-azides with two σ-donor/π-acceptor ligands (isonitriles and CO) to form sequentially multiple-fused heterocycle systems via tandem nitrene transformation and aza-Pauson-Khand cyclization has been developed. In this approach, an intriguing chemoselective insertion process of isonitriles superior to CO was observed. This reaction provides an alternative strategy to synthesize functionalized pyrrolo[2,3-b]indole scaffolds.