- Facile synthesis of 2-arylpyrroles from 4-oxo-butanoic acids and their use in the preparation of bis(pyrrolyl)methanes
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A range of 3-aroyl-propionic acids have been cyclised to unsaturated lactones which, upon reduction using DIBAL-H and reaction with an ammonia source, gave 2-arylpyrroles (Ar = Ph, 1-naphthyl, o-phenoxyphenyl and 4-methyl-2-methylsulfanylphenyl) in excellent yields. Reaction of 2,6-disubstituted aroylpropanals (Ar = 2,4,6-Me3C6H2, anthracenyl and 2-Me-naphthalen-1-yl) with an ammonia source failed to generate pyrroles. The arylpyrroles react readily with ketones or aldehydes in ethanol or under eutectic mix melt conditions to give bis-(pyrrolyl)methanes in excellent isolated yields.
- Jones, David J.,Gibson, Vernon C.
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p. 1121 - 1138
(2007/10/03)
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- An alternative route to syntheses of aryl keto acids in a chloroaluminate ionic liquid
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The Lewis acidic 1-butyl-3-methylimidazolium chloroaluminate ionic liquid [bmim]Cl.AlCl3, N=0.67, is employed as a catalyst as well as the solvent for the quick and efficient syntheses of aryl keto acids by Friedel-Crafts acylation and aroylation of aromatic hydrocarbons using cyclic acid anhydrides.
- Mohile, Swapnil S.,Potdar, Mahesh K.,Salunkhe, Manikrao M.
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p. 650 - 651
(2007/10/03)
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- Process for the production of cyclic sulfonium salts
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A process for the production of a 5-7 membered ring cyclic sulfonium salt compound, including a 5-7 membered ring cyclic sulfonium salt compound having a non-nucleophilic anion, is described. Members of the latter group are potentially useful as initiators for cationic polymerizations. The process comprises reacting a 1.4-, 1.5-, or 1.6-diol compound or a 5-7 membered ring cyclic ether compound with a mercapto compound and a strong protonic acid yielding the cyclic sulfonium salt compound. Some compounds described are also novel compounds per se.
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