Issue 25, 2014

Lewis acid promoted dual bond formation: facile synthesis of dihydrocoumarins and spiro-tetracyclic dihydrocoumarins

Abstract

Lewis acid (FeCl3) mediated dual bond (C–C and C–O) formation for synthesis of 3,4-dihydrocoumarins is presented. This method has successfully delivered a number of dihydrocoumarins containing dense functionalities on the aromatic ring. Significantly, the present method enabled achieving dihydrocoumarins with tertiary as well as quaternary carbon atoms at the benzylic position. Gratifyingly, the novel spiro-tetracyclic lactones have also been dextrously prepared using this process.

Graphical abstract: Lewis acid promoted dual bond formation: facile synthesis of dihydrocoumarins and spiro-tetracyclic dihydrocoumarins

Supplementary files

Article information

Article type
Paper
Submitted
04 Mar 2014
Accepted
24 Apr 2014
First published
25 Apr 2014
This article is Open Access
Creative Commons BY-NC license

Org. Biomol. Chem., 2014,12, 4347-4360

Lewis acid promoted dual bond formation: facile synthesis of dihydrocoumarins and spiro-tetracyclic dihydrocoumarins

P. Niharika, B. V. Ramulu and G. Satyanarayana, Org. Biomol. Chem., 2014, 12, 4347 DOI: 10.1039/C4OB00490F

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