Synthesis of indolequinones from bromoquinones and enamines mediated by Cu(OAc)2.H2O

Martyn Inman; Christopher J Moody

doi:10.1021/jo101071c

Synthesis of indolequinones from bromoquinones and enamines mediated by Cu(OAc)2.H2O

J Org Chem. 2010 Sep 3;75(17):6023-6. doi: 10.1021/jo101071c.

Authors

Martyn Inman¹, Christopher J Moody

Affiliation

¹ School of Chemistry, University of Nottingham, University Park, Nottingham NG7 2RD, United Kingdom.

PMID: 20690687
DOI: 10.1021/jo101071c

Abstract

A Cu(II)-mediated synthesis of indolequinones from the corresponding bromoquinones and enamines is reported. The key oxidative cyclization proceeds in good yield for a broad range of substrates and can be performed on a multigram scale, allowing access to biologically interesting structures.

Publication types

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

MeSH terms

Amines / chemistry*
Benzoquinones / chemistry*
Indolequinones / chemical synthesis*
Indolequinones / chemistry
Molecular Structure
Organometallic Compounds / chemistry*
Stereoisomerism

Substances

Amines
Benzoquinones
Indolequinones
Organometallic Compounds
2-bromo-1,4-benzoquinone
cupric acetate