A Protocol forα-Bromination ofβ-Substituted Enones
نویسندگان
چکیده
منابع مشابه
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Suitably ortho-substituted iodobenzenes act as organocatalysts for the transfer of electrophilic bromine from N-bromosuccinimide to alkenes via the intermediacy of bromoiodinanes.
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Masked acyl cyanide (MAC) reagents are shown to be effective umpolung synthons for enantioselective Michael addition to substituted enones. The reactions are catalyzed by chiral squaramides and afford adducts in high yields (90-99%) and with excellent enantioselectivities (85-98%). The addition products are unmasked to produce dicyanohydrins that, upon treatment with a variety of nucleophiles, ...
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An efficient solvent-free protocol for regioselective bromination of substituted coumarins has been developed by using dioxane dibromide as the solid brominating agent. The efficacy of the solvent-free protocol has been established. The effects of the electronic nature and location of the substituents on the outcome of the reaction have been rationalized with a proposed mechanism.
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A mild and practically-convenient one-pot procedure for the direct beta-substitution of enones has been developed using a conjugate addition-oxidation strategy with a full range of copper-based reagents and N-tert-butylphenylsulfinimidoyl chloride; alkyl- and aryl-substituted enones are delivered in good to excellent yields.
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ژورنال
عنوان ژورنال: Acta Chimica Sinica
سال: 2013
ISSN: 0567-7351
DOI: 10.6023/a13060581