1988
DOI: 10.1016/s0040-4039(00)80365-2
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Electrochemical oxidation of conjugated arylolefins to ∝-bromoketals

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Cited by 14 publications
(4 citation statements)
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“…1-Bromo-2-methoxycyclohexane (0.97 g, 5.0 mmol) [23] in acetic anhydride (0.61 g, 6.0 mmol) and one drop of conc. sulfuric acid were heated at reflux for 2 h. Then the solvent was distilled off and the crude product purified by flash chromatography to afford 9 (0.91 g, 4.1 mmol, 82%).…”
Section: Preparation Of Trans-(2-bromocyclohexyl)-ethanoate (9)mentioning
confidence: 99%
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“…1-Bromo-2-methoxycyclohexane (0.97 g, 5.0 mmol) [23] in acetic anhydride (0.61 g, 6.0 mmol) and one drop of conc. sulfuric acid were heated at reflux for 2 h. Then the solvent was distilled off and the crude product purified by flash chromatography to afford 9 (0.91 g, 4.1 mmol, 82%).…”
Section: Preparation Of Trans-(2-bromocyclohexyl)-ethanoate (9)mentioning
confidence: 99%
“…The synthesis of the 1,2-diol 10 was intended by an anodic halo-alkoxylation of cyclohexene to a b-alkoxyalkylhalide [23,59]. The diol can be anodically cleaved to the dialdehyde [30,31].…”
Section: Electrochemical Conversion Of Cyclohexene (8) To Cyclohexanementioning
confidence: 99%
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“…In more profound electrooxidation of arylalkenes in the sodium bromide electrolyte, the bromo ethers formed are dehydrobrominated and the resulting enol ethers 123 are converted into a-bromoalkyl aryl ketone dimethyl ketals 124 under the action of methanol and bromine. 63,209 Electrolysis of styrene in ethylene-, 1,3-propylene-or 1,3butylene glycol gives rise to cyclic ketals of bromomethyl phenyl ketones 125. 63 Anodic oxidation of enol ethers in the presence of ammonium bromide yields ketals of a-halo ketones 126.…”
Section: Halogenation Halooxygenation Haloacetamidation Epoxidation A...mentioning
confidence: 99%