1994
DOI: 10.1016/s0040-4020(01)80655-4
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Anodic oxidation of aryl propargyl and aryl allyl ethers at a platinum electrode

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1994
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Cited by 7 publications
(6 citation statements)
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“…148 Among these, the most popular method is indisputably oxidation of 290 in the presence of a nucleophilic alcohol, such as MeOH. Metal salts, such as Mn ii , 149 Ag i , 150 and Ce iii , 151 as well as electrochemical oxidations 152 afford the desired nucleus with sporadic consistency. Their success largely depends on the structure of the starting phenol.…”
Section: Preparationmentioning
confidence: 99%
“…148 Among these, the most popular method is indisputably oxidation of 290 in the presence of a nucleophilic alcohol, such as MeOH. Metal salts, such as Mn ii , 149 Ag i , 150 and Ce iii , 151 as well as electrochemical oxidations 152 afford the desired nucleus with sporadic consistency. Their success largely depends on the structure of the starting phenol.…”
Section: Preparationmentioning
confidence: 99%
“…173,174 Various nucleophiles, such as water, alcohols, fluoride ion, carboxylic acids, amides, oximes, and electron-rich aromatic rings, have been used successfully in this reaction (eq 50) in either an inter-or intramolecular mode. [173][174][175][176][177][178][179][180][181][182][183][184][185][186][187] McKillop and co-workers have found that the oxidation of substituted phenols 82 with BTI in aqueous acetonitrile affords p-quinols 83 in moderate to good yields (eq 51). 174 Even higher yields of p-quinols 83 are obtained when tripropylsilyl ethers of phenols are used as starting material.…”
Section: Oxidations With [Bis(acyloxy)iodo]arenesmentioning
confidence: 99%
“…Various nucleophiles, such as water, alcohols, fluoride ion, carboxylic acids, amides, oximes, and electron-rich aromatic rings, have been used successfully in this reaction (eq 50) in either an inter- or intramolecular mode. …”
Section: Oxidations With [Bis(acyloxy)iodo]arenesmentioning
confidence: 99%
“…The simplest approach seemed to be to synthesis the bi-propargyl ether of BINOL, 1 [3], which was easily realised by treatment of BINOL with propargyl bromide in acetone with potassium carbonate at reflux. The derived cobalt carbonyl complex 2 was simply synthesised by treatment of 1 with two equivalents of Co 2 (CO) 8 , to give a red oil with the characteristic IR stretches associated with coordinated CO.…”
Section: Resultsmentioning
confidence: 99%
“…Found: 262.1807, expected 262.1810 for C 16 H 24 NO 2 (M + NH 4 ). 3 To DCM (20 ml) (freshly distilled from CaH 2 degassed by three freeze-pump-thaw cycles) under an atmosphere of dry Ar in a Schlenk type flask equipped with a magnetic stirring bar and attached to a double manifold line was added Co 2 (CO) 8 (382 mg, 1.12 mmol) stirred until dissolution was complete then treated with norbornene (528 mg, 5.62 mmol). The system was sealed and the flask wrapped in aluminium foil to exclude light and stirred for 20 h at ambient temperature.…”
Section: Mechanismmentioning
confidence: 99%