Letters in Organic Chemistry

Author(s): Alan L. Myers, Yan-Ping Zhang, Mark A. Kramer, William G. Bornmann, Ahmed Kaseb, Peiying Yang and Hai T. Tran

DOI: 10.2174/157017812803901890

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A Practical Synthesis and X-ray Crystallographic Analysis of Dithymoquinone, a Photodimer of Thymoquinone

Page: [762 - 766] Pages: 5

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Abstract

An updated and practical approach to the synthesis of dithymoquinone via one-step photoirradiation of thymoquinone (2-methyl-5-isopropyl-1,4-benzoquinone) is described. Synthesis resulted in a 55 % yield of one structural isomer (trans-anti derivative), as confirmed by HPLC, NMR spectroscopy and first ever single-crystal X-ray diffraction analyses.

Keywords: Dithymoquinone, photodimerization, thymoquinone, X-ray structure