4.6 Article

Metal-free denitrative arylation of β-nitrostyrenes using benzoyl peroxide: an easy access to trans-stilbenes

Journal

NEW JOURNAL OF CHEMISTRY
Volume 41, Issue 24, Pages 14914-14917

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c7nj02997g

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Funding

  1. SERB, New Delhi [PDF/2016-003325, EMR/2016/000750]

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A simple, novel and stereoselective synthesis of trans-stilbenes has been described using denitrative arylation of beta-nitrostyrenes in the presence of benzoyl peroxide under metal-free conditions. The reaction is assumed to involve homolytic cleavage of benzoyl peroxide followed by decarboxylation to generate a phenyl radical, which brings about ipso-substitution of the nitro group of nitrostyrenes to afford trans-stilbenes.

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