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Issue 29, 2018
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Modular synthesis of (E)-cinnamaldehydes directly from allylarenes via a metal-free DDQ-mediated oxidative process

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Abstract

An efficient synthesis of (E)-cinnamaldehydes by a metal-free DDQ-mediated oxidative transformation of allylarenes was developed. The protocol provides a practical method to prepare diverse (E)-cinnamaldehydes with broad functional group tolerance in good to excellent yields, including easy access to natural products randainal and geranyloxy sinapyl aldehyde from plant extracts. Finally, the mechanism of a single-electron transfer process was proposed.

Graphical abstract: Modular synthesis of (E)-cinnamaldehydes directly from allylarenes via a metal-free DDQ-mediated oxidative process

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Publication details

The article was received on 21 Jun 2018, accepted on 09 Jul 2018 and first published on 09 Jul 2018


Article type: Paper
DOI: 10.1039/C8OB01469H
Citation: Org. Biomol. Chem., 2018,16, 5350-5358
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    Modular synthesis of (E)-cinnamaldehydes directly from allylarenes via a metal-free DDQ-mediated oxidative process

    T. Xu, T. Jiang, X. Han, Y. Xu and J. Qiao, Org. Biomol. Chem., 2018, 16, 5350
    DOI: 10.1039/C8OB01469H

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