Jump to main content
Jump to site search

Issue 18, 2019
Previous Article Next Article

Direct access to benzofuro[2,3-b]quinoline and 6H-chromeno[3,4-b]quinoline cores through gold-catalyzed annulation of anthranils with arenoxyethynes and aryl propargyl ethers

Author affiliations

Abstract

This work reports a facile annulation of anthranils with aryloxyethynes or aryl propargyl ethers to construct useful benzofuro[2,3-b]quinoline and 6H-chromeno[3,4-b]quinoline frameworks, respectively; these heterocycles are not readily available from literature methods despite their biological significance. This high atom- and step-economy strategy is highlighted by a broad substrate scope. The reaction mechanism is proposed to proceed through sequential cyclizations among the oxyaryl group, gold carbene and benzaldehyde of the α-imino gold carbene intermediates.

Graphical abstract: Direct access to benzofuro[2,3-b]quinoline and 6H-chromeno[3,4-b]quinoline cores through gold-catalyzed annulation of anthranils with arenoxyethynes and aryl propargyl ethers

Back to tab navigation

Supplementary files

Publication details

The article was received on 25 Feb 2019, accepted on 08 Apr 2019 and first published on 09 Apr 2019


Article type: Communication
DOI: 10.1039/C9OB00468H
Org. Biomol. Chem., 2019,17, 4452-4455

  •   Request permissions

    Direct access to benzofuro[2,3-b]quinoline and 6H-chromeno[3,4-b]quinoline cores through gold-catalyzed annulation of anthranils with arenoxyethynes and aryl propargyl ethers

    M. D. Patil and R. Liu, Org. Biomol. Chem., 2019, 17, 4452
    DOI: 10.1039/C9OB00468H

Search articles by author

Spotlight

Advertisements