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Issue 25, 2014
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Lewis acid promoted dual bond formation: facile synthesis of dihydrocoumarins and spiro-tetracyclic dihydrocoumarins

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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

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Publication details

The article was received on 04 Mar 2014, accepted on 24 Apr 2014 and first published on 25 Apr 2014


Article type: Paper
DOI: 10.1039/C4OB00490F
Citation: Org. Biomol. Chem., 2014,12, 4347-4360
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    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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