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Communication | Regular issue | Vol 26, No. 4, 1987, pp.909-912
Published online, 1st January, 1970
DOI: 10.3987/R-1987-04-0909
Preparation of 2,5-Diacylslelnophenes by Condensation of α,α‘-Diketo Selenides with Glyoxal

Juzo Nakayama, Masahiro Shibuya, and Masamatsu Hoshino

*Department of Chemistry, Faculty of Science, Saitama University, Saitama, Saitama 338-8570, Japan


The reaction of selenium oxychloride with 2 equiv. of ketones affords α,α’-diketo selenide dichlorides (1) in excellent yields. Portionwise addition of 1 to a stirred two-phase mixture of an aqueous sodium dithionite solution and benzene gives α,α’- diketo selenides (2) in good yields. The base-catalyzed condensation of 2 with glyoxal provides 2,5-diacylselenophenes (3) in moderate yields.