Demethylation of 2,4-dimethoxyquinolines: the synthesis of atanine

Keith Jones; Xavier Roset; Sharon Rossiter; Philip Whitfield

doi:10.1039/b311281k

Demethylation of 2,4-dimethoxyquinolines: the synthesis of atanine

Org Biomol Chem. 2003 Dec 21;1(24):4380-3. doi: 10.1039/b311281k. Epub 2003 Nov 6.

Authors

Keith Jones¹, Xavier Roset, Sharon Rossiter, Philip Whitfield

Affiliation

¹ Department of Chemistry, King's College London, Strand, London, UK WC2R 2LS. keith.jones@kingston.ac.uk

PMID: 14685309
DOI: 10.1039/b311281k

Abstract

The synthesis of the quinoline alkaloid atanine 6, by selective demethylation of the 2,4-dimethoxyquinoline 11 is presented. An alternative demethylation utilising a thiolate anion leads to the regioisomeric 4-hydroxyquinoline 13.

Publication types

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

MeSH terms

Methylation
Models, Chemical
Molecular Structure
Quinolines / chemical synthesis*
Quinolines / chemistry
Quinolones / chemical synthesis*
Quinolones / chemistry

Substances

Quinolines
Quinolones
atanine