- PUMMERER-LIKE REACTION OF SELENIUM(IV)-DICHLORIDES. SYNTHESIS OF α-CHLORO-α-PHENYLSELENENYLKETONES AND α,α-DICHLORO-α-PHENYLSELENENYLKETONES
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Selenium(IV)-dichlorides 1, readily available by treatment of methyl ketones with phenylselenium trichloride or selenium tetrachloride, were treated in methylene chloride with pyridine to give α-chloroselenides 2 in a Pummerer-like reaction.Sulfuryl chlor
- Engman, Lars,Persson, Joachim,Tilstam, Ulf
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p. 2665 - 2668
(2007/10/02)
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- SYNTHESES WITH DIKETO SELENIDES
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We report a) a modified synthesis of diketo selenides, b) preparation of 2,5-diacylselenophenes by condensation of diketoselenides with glyoxal, c) preparation of poly-substituted selenophenes by intramolecular reductive coupling reaction of diketo selenides with low-valent titanium reagent under controlled conditions (0 degC) followed by dehydratation of the resulting 3,4-dihydroxyselenolanes, and d) formation of 2,5-dihydroselenophenes and 1,3-dienes by treatment of diketo selenides with the low-valent titanium reagent in refluxing tetrahydrofuran.
- Nakayama, Juzo,Shibuya, Masahiro,Ikuina, Yoji,Murai, Fumito,Hoshino, Masamatsu
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p. 149 - 156
(2007/10/02)
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- A Seleno-Pummerer Rearrangement of Haloselenuranes
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When heated or treated with triethylamine in tetrahydrofuran, diacetonyl- and diphenacylselenium dichlorides and their derivatives undergo seleno-Pummerer rearrangement to give the corresponding α-chloro selenides in good yields.
- Nakayama, Juzo,Sugihara, Yoshiaki
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p. 1317 - 1318
(2007/10/02)
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- PREPARATION OF 2,5-DIACYLSELENOPHENES BY CONDENSATION 0F α,α'-DIKETOSELENIDES WITH GLYOXAL
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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
- Nakayama, Juzo,Shibuya, Masahiro,Hoshino, Masamatsu
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p. 909 - 912
(2007/10/02)
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