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Issue 89, 2016
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Dehydrative condensation of carbonyls with non-acidic methylenes enabled by light: synthesis of benzofurans

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Abstract

Condensation of carbonyls with non-acidic methylenes such as those adjacent to heteroatoms and allylic types to generate C[double bond, length as m-dash]C bonds is challenging but highly desirable. Inventing novel methods that can accomplish such condensations can enrich synthetic chemists' toolbox. Herein, we report a simple, clean, and high yielding protocol promoted by light to achieve condensation of non-acidic methylenes with carbonyls. As examples to demonstrate the power of this methodology, one class of ubiquitous and highly important heterocycles, i.e. benzofurans, were synthesized with broad functional group compatibility. Furthermore, intermolecular condensations were also briefly investigated.

Graphical abstract: Dehydrative condensation of carbonyls with non-acidic methylenes enabled by light: synthesis of benzofurans

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Publication details

The article was received on 20 Sep 2016, accepted on 10 Oct 2016 and first published on 11 Oct 2016


Article type: Communication
DOI: 10.1039/C6CC07626B
Citation: Chem. Commun., 2016,52, 13120-13123
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    Dehydrative condensation of carbonyls with non-acidic methylenes enabled by light: synthesis of benzofurans

    W. Liu, N. Chen, X. Yang, L. Li and C. Li, Chem. Commun., 2016, 52, 13120
    DOI: 10.1039/C6CC07626B

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