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Short Paper | Regular issue | Vol 102, No. 8, 2021, pp.1553-1562
Published online, 14th June, 2021
DOI: 10.3987/COM-19-14115
Alternative Approach to the 2-Oxopyrano[3,2-c]quinoline Core

Alexa Redway, Roxanne Higgins, Yvette Jackson, and Nadale Downer-Riley*

*Department of Chemistry, the University of the West Indies, Mona, Kingston 7, Jamaica

Abstract

An alternative route to access the pyrano[3,2-c]quinoline or benzo[7,8]-6-azacoumarin core form readily available quinoline N-oxides is presented. The key reaction involves an unusual rearrangement of tetrahydroquinoline-2-ylacetic acids in the presence of triethylamine and acetic anhydride.