Issue 21, 2011
From the journal:

Organic & Biomolecular Chemistry

3-Methoxalylchromones – versatile reagents for the regioselective synthesis of functionalized 2,4′-dihydroxybenzophenones, potential UV-filters†

Viktor O. Iaroshenko,*ab   Alina Bunescu,ac   Anke Spannenberg,c   Linda Supe,a   Maria Milyutinaa  and  Peter Langer*ac  

* Corresponding authors

a Institut für Chemie, Universität Rostock, Albert-Einstein-Str., 3a, Rostock, Germany
E-mail: viktor.iaroshenko@uni-rostock.de
Fax: +49 381 49864112
Tel: +49 381 4986410

b National Taras Shevchenko University, 62 Volodymyrska st., Kyiv-33, Ukraine
E-mail: iva108@googlemail.com

c Leibniz-Institut für Katalyse e. V. an der Universität Rostock, Albert-Einstein-Str., 29a, Rostock, Germany

Abstract

The reaction of 1,3-bis-silyl enol ethers with 3-methoxalylchromones affords a great variety of functionalised 2,4′-dihydroxybenzophenones. These products are formed by a domino Michael/retro-Michael/Mukaiyama-aldol reaction. The synthesized compounds are promising candidates for the synthesis of the novel UV-A/B and UV-B filters.

Graphical abstract: 3-Methoxalylchromones – versatile reagents for the regioselective synthesis of functionalized 2,4′-dihydroxybenzophenones, potential UV-filters

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Article information

DOI
https://doi.org/10.1039/C1OB05931A
Article type
Paper
Submitted
09 Jun 2011
Accepted
16 Aug 2011
First published
17 Aug 2011

Org. Biomol. Chem., 2011,9, 7554-7558

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3-Methoxalylchromones – versatile reagents for the regioselective synthesis of functionalized 2,4′-dihydroxybenzophenones, potential UV-filters

V. O. Iaroshenko, A. Bunescu, A. Spannenberg, L. Supe, M. Milyutina and P. Langer, Org. Biomol. Chem., 2011, 9, 7554 DOI: 10.1039/C1OB05931A

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