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Issue 21, 2014
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Synthesis of heterocyclic-fused benzopyrans via the Pd(II)-catalyzed C–H alkenylation/C–O cyclization of flavones and coumarins

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Abstract

An efficient and practical method for effecting a tandem C–H alkenylation/C–O cyclization has been achieved via the C–H functionalization of flavone derivatives. The synthetic utility of the one-pot sequence was demonstrated by obtaining convenient access to coumarin-annelated benzopyrans. The reaction scope for the transformation was found to be fairly broad, affording good yields of a wide range of flavone- or coumarin-fused benzopyran motifs, which are privileged structures in many biologically active compounds.

Graphical abstract: Synthesis of heterocyclic-fused benzopyrans via the Pd(ii)-catalyzed C–H alkenylation/C–O cyclization of flavones and coumarins

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Publication details

The article was received on 23 Jan 2014, accepted on 24 Mar 2014 and first published on 25 Mar 2014


Article type: Paper
DOI: 10.1039/C4OB00180J
Citation: Org. Biomol. Chem., 2014,12, 3413-3422
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    Synthesis of heterocyclic-fused benzopyrans via the Pd(II)-catalyzed C–H alkenylation/C–O cyclization of flavones and coumarins

    Y. Kim, Y. Moon, D. Kang and S. Hong, Org. Biomol. Chem., 2014, 12, 3413
    DOI: 10.1039/C4OB00180J

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