- Phosphine-Catalyzed α-Umpolung-Aldol Reaction for the Synthesis of Benzo[ b]azapin-3-ones
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A novel phosphine-catalyzed intermolecular cyclization between 2-sulfonamidobenzaldehyes and ynones is reported. This methodology serves as a conduit for the construction of benzo[b]azepin-3-ones in good to excellent yields under mild conditions. The resu
- Zhang, Kui,Cai, Lingchao,Hong, Sooji,Kwon, Ohyun
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- ACYLATION OF ACETYLENES BY ACETYL FLUOROSULFONATE. AN UNUSUAL REACTON OF DIPHENYLACETYLENE WITH ACETYL FLUOROSULFONATE
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The reaction of cyclopropylacetylene, phenylacetylene, and 1-hexyne with acetyl fluorosulfonate, generated in situ from acetyl fluoride and sulfur trioxide, with methanol and acetonitrille as external nucleophiles takes place regio- and stereospecificaly
- Gavrishova, T. N.,Shastin, A. V.,Balenkova, E. S.
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p. 1064 - 1067
(2007/10/02)
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- NEW METHODS AND REAGENTS IN ORGANIC SYNTHESIS. 46.1) TRIMETHYLSILYLDIAZOMETHANE: A CONVENIENT REAGENT FOR THE O-METHYLATION OF PHENOLS AND ENOLS
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Trimethylsilyldiazomethane reacts smoothly with phenols and enols in methanolic acetonitrile solution in the presence of N,N-diisopropylethylamine to give methyl ethers. KEYWORDS --- trimethylsilyldiazomethane; phenol; enol; O-methylation; methyl ether
- Aoyama, Toyohiko,Terasawa, Satomi,Sudo, Kimio,Shioiri, Takayuki
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p. 3759 - 3760
(2007/10/02)
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- The Reaction of 3-(1-Imidazolyl)-2-alken-1-ones with Nucleophiles
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Generally 3-hetero-substituted 2-alken-1-ones were prepared from 1,3-alkanediones, 3-chloro-2-alken-1-ones, or conjugated ynones.The preparation of 3-hetero-substituted 2-alken-1-ones was subjected to some limitations by these methods.By the reaction of 3-(1-imidazolyl)-2-alken-1-ones (I) and 3-(3-oxo-1-alkenyl)-1-methylimidazolium iodides (II) with nucleophiles, 3-hetero-substituted 2-alken-1-ones could be obtained regioselectively in good yield under mild conditions.These results suggested that compounds I and II were concluded to be useful intermediates for the organic synthesis.
- Kashima, C.,Tajima, T.,Shimizu, M.,Omote, Y.
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p. 1325 - 1328
(2007/10/02)
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- The Allopolarization Principle and its Applications, IV. Substituent Effects in the Methylation of Enolate Anions
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The ratio of O- and C-methylated products in the reaction of the sodium salts of acetophenones 1, propiophenones 3, phenylacetones 5, β-dicarbonyl compounds 12, α-cyanocarbonyl compounds 13, acetaldehyde, propionaldehyde, and diethylketone with dimethyl sulfate, methyl iodide, and trimethyl phosphate in HMPTA has been determined with regard to the effect of substituents.In some cases the influence of solvents, concentration and temperature has also been studied.
- Gompper, Rudolf,Vogt, Hans-Hubert
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p. 2866 - 2883
(2007/10/02)
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