Copper-catalyzed tandem reactions of 1-(2-iodoary)-2-yn-1-ones with isocyanides for the synthesis of 4-oxo-indeno[1,2-b]pyrroles

Qian Cai; Fengtao Zhou; Tianfeng Xu; Liangbing Fu; Ke Ding

doi:10.1021/ol102826f

Copper-catalyzed tandem reactions of 1-(2-iodoary)-2-yn-1-ones with isocyanides for the synthesis of 4-oxo-indeno[1,2-b]pyrroles

Org Lett. 2011 Jan 21;13(2):340-3. doi: 10.1021/ol102826f. Epub 2010 Dec 17.

Authors

Qian Cai¹, Fengtao Zhou, Tianfeng Xu, Liangbing Fu, Ke Ding

Affiliation

¹ Key Laboratory of Regenerative Biology and Institue of Chemical Biology, Guangzhou Institutes of Biomedicine and Health, Chinese Academy of Sciences, No. 190 Kaiyuan Avenue, Guangzhou Science Park, Guangzhou, 510530, China. cai_qian@gibh.ac.cn

PMID: 21162591
DOI: 10.1021/ol102826f

Abstract

A novel copper-catalyzed tandem reaction of 1-(2-iodoaryl)-2-yn-1-ones with isocyanides is described. The reaction is through a formal [3 + 2] cycloaddition/coupling tandem process and leads to efficient formation of 4-oxo-indeno[1,2-b]pyrroles.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Alkynes / chemistry*
Catalysis
Combinatorial Chemistry Techniques
Copper / chemistry*
Cyanides / chemistry*
Cyclization
Heterocyclic Compounds, 3-Ring / chemical synthesis*
Heterocyclic Compounds, 3-Ring / chemistry
Pyrroles / chemical synthesis*
Pyrroles / chemistry

Substances

Alkynes
Cyanides
Heterocyclic Compounds, 3-Ring
Pyrroles
Copper