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Issue 39, 2018
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Visible light catalyzed reaction of α-bromochalcones with chalcones: direct access to the urundeuvine scaffold

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Abstract

The α-keto vinyl radicals generated from α-bromochalcones under visible light photoredox catalyzed conditions were trapped by chalcones. The subsequent intramolecular cyclization of the resulting benzylic radicals led to the synthesis of dihydronaphthalenes, which were conveniently oxidized to the corresponding naphthalenes. The strategy was adopted successfully for synthesizing derivatives of urundeuvine chalcones, which are otherwise accessible only from natural sources.

Graphical abstract: Visible light catalyzed reaction of α-bromochalcones with chalcones: direct access to the urundeuvine scaffold

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Publication details

The article was received on 03 Aug 2018, accepted on 11 Sep 2018 and first published on 24 Sep 2018


Article type: Paper
DOI: 10.1039/C8OB01881B
Citation: Org. Biomol. Chem., 2018,16, 7152-7156
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    Visible light catalyzed reaction of α-bromochalcones with chalcones: direct access to the urundeuvine scaffold

    B. S. Karki, M. M. D. Pramanik, R. Kant and N. Rastogi, Org. Biomol. Chem., 2018, 16, 7152
    DOI: 10.1039/C8OB01881B

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