- SYNTHESIS AND REACTIONS OF PHENYLGLYOXAL ANILS
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Contrary to previous reports, the reaction of anilines and phenylglyoxal in toluene affords the expected anil PhCO-CH=N-Ar, 1.In many cases it is more convenient to carry out the reaction in methanol where the methanol adduct of 1 forms, which may be better isolated, characterised and stored.Since the alcohol adduct is in equilibrium with free 1, it can be used for synthetic purposes as precursor of 1 as in hydrolysis, Diels-Alder, and other reactions initiated by nucleophilic attack on the carbon-nitrogen double bond.
- Prato, Maurizio,Quintily, Ugo,Scorrano, Gianfranco
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p. 405 - 412
(2007/10/02)
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- Removal of Toluene-p-sulphonyl Groups from Sulphonamides. Part 4. Synthesis of Phenylglyoxal Imine Monomers
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Syntheses and reactions of N-tosylphenacylamines with bases have been systematically examined.Monomeric C-methoxy-imines are available from some of these reactions.C-Methoxyphenacylarylamines, made by two routes, were converted into monomeric imines on treatment with noble-metal catalysts, The boron trifluoride-catalysed reactions of aryl aldehydes with sulphonamides provide a new and convenient route to N-sulphonylarylimines.
- McKay, William R.,Proctor, George R.
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p. 2435 - 2442
(2007/10/02)
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- Removal of Toluene-p-sulphonyl Groups from Sulphonamides. Part 5. Reactions of Phenylglyoxal Imines and some Tosylimines
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Phenylglyoxal anil monomers have been shown to react with several nucleophilic reagents and the structures of the products have been elucidated.Various N-tosylarylimines also react with nucleophiles to give useful products.Phenacylimidates underwent cycloadditions with diphenylketen; such reactions gave complex results with phenacylimines, but the latter reacted with conjugated dienes in the presence of BF3 to give cycloaddition products in good yield.
- McKay, William R.,Proctor, George R.
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p. 2443 - 2450
(2007/10/02)
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