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. [email protected]

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