Palladium-catalyzed direct arylation of indoles with cyclohexanones

Shanping Chen; Yunfeng Liao; Feng Zhao; Hongrui Qi; Saiwen Liu; Guo-Jun Deng

doi:10.1021/ol500231c

Palladium-catalyzed direct arylation of indoles with cyclohexanones

Org Lett. 2014 Mar 21;16(6):1618-21. doi: 10.1021/ol500231c. Epub 2014 Mar 5.

Authors

Shanping Chen¹, Yunfeng Liao, Feng Zhao, Hongrui Qi, Saiwen Liu, Guo-Jun Deng

Affiliation

¹ Key Laboratory of Environmentally Friendly Chemistry and Application of Ministry of Education, College of Chemistry, Xiangtan University , Xiangtan 411105, China.

PMID: 24597845
DOI: 10.1021/ol500231c

Abstract

A novel palladium catalyzed approach to 3-arylindoles was developed from indoles and cyclohexanones. Various cyclohexanones acted as aryl sources via an alkylation and dehydrogenation sequence using molecular oxygen as the hydrogen acceptor. This method showed good regioselectivity and afforded 3-arylindoles as the sole products.

Publication types

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

MeSH terms

Catalysis
Combinatorial Chemistry Techniques
Cyclohexanones / chemistry*
Heterocyclic Compounds, 3-Ring / chemical synthesis*
Heterocyclic Compounds, 3-Ring / chemistry
Indoles / chemical synthesis*
Indoles / chemistry*
Molecular Structure
Palladium / chemistry*

Substances

Cyclohexanones
Heterocyclic Compounds, 3-Ring
Indoles
Palladium