Issue 39, 2018

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

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

Supplementary files

Article information

Article type
Paper
Submitted
03 Aug 2018
Accepted
11 Sep 2018
First published
24 Sep 2018

Org. Biomol. Chem., 2018,16, 7152-7156

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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