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3- BUTEN-2-ONE, 3-BROMO-4-PHENYL

Ketones such as methyl cyclohexyl ketone 1284 react with DMSO/TCS 14, via their enol form, to give 21% of the chloroketone 1285 a and 63% of the a-methyl mercaptoketone 1286 [70]. Reaction of 1284 with DMSO/MesSiBr (TBS) 16 affords 85% of the bromo compound 1285 b and 12% hexahydrophenacyl bromide 1287 but no 1286 [71]. Whereas reaction of tra s-4-phenyl-3-buten-2-one (benzalacetone) 1288 with DMSO/TCS 14 gives 81% of the sulfonium salt 1289 [70], the y9-dicar-bonyl compound ethyl acetoacetate furnishes 69% of 1290 [70]. In contrast with DMSO/TCS 14, the combination DMSO/TBS 16 effects selective monobromina-tion of y9-dicarbonyl compounds [71] (Scheme 8.28). [Pg.202]

See other pages where 3- BUTEN-2-ONE, 3-BROMO-4-PHENYL is mentioned: [Pg.9]    [Pg.100]    [Pg.51]    [Pg.68]    [Pg.9]    [Pg.100]    [Pg.51]    [Pg.68]    [Pg.222]    [Pg.1157]    [Pg.15]   
See also in sourсe #XX -- [ Pg.9 , Pg.27 ]



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1-bromo-2-phenyl

3- Buten-2-one, 4-phenyl

Phenyl-+-bromo-2-butene

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