- Highly chemoselective α-diazo carbonyl insertion reactions into N-H and S-H bonds catalysed by [RuCl(η5-C5H5)(PPh3)2]
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Complex [RuCl(η5-C5H5)(PPh3)2], in chloroform at 60 deg C, catalyses the chemoselective insertion of α-diazo carbonyl compounds into N-H and S-H bonds to afford α-keto-amines and α-keto-thioethers.
- Del Zotto, Alessandro,Baratta, Walter,Rigo, Pierluigi
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p. 3079 - 3082
(2007/10/03)
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- Ylidions: A New Reactive Intermediate Prepared by Photosensitized One-Electron Oxidation of Phenacyl Sulfonium Ylides
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The chemistry of a series of phenacyl sulfonium ylides was studied.Their photosensitized one-electron oxidation by 9,10-dicyanoanthracene generates ylidions, a new class of radical cation intermediates.In some cases, the ylidions cleave to form a free alkyl radical and a cation; in others, they are attacked by nucleophiles or by an alkene.The chemical properties displayed by the phenacyl sulfonium ylidions appear to be controlled primarily by the nature of the sulfur-bound alkyl groups.The direct photolysis and thermolysis of the phenacyl sulfonium ylides was examined for comparison with their one-electron oxidation.Some of the ylides undergo the Stevens rearrangement either when heated or photolyzed.Contrary to an earlier report, there is no evidence that direct photolysis of a phenacyl sulfonium ylide leads to formation of benzoylcarbene.
- Zhang, Jian-Jian,Schuster, Gary B.
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p. 7149 - 7155
(2007/10/02)
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- SELECTIVE PREPARATION AND CYCLIZATION OF 2-(2-HYDROXYPHENYL)-2-(ISOPROPYLTHIO)ETHANOLS. NEW SYNTHESIS OF 1-BENZOFURANS
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Reaction of phenols with 2-(isopropylthio)ethyl acetate activated by sulphuryl chloride afforded 2-phenols regioselectively, via sigmatropic rearrangement of phenoxysulphonium ylides.The ortho-alkylated phenols thus obtained have been cyclized with conc. hydrochloric acid in 2-methoxyethanol to 1-benzofurans. 2-Methyl- and 2-phenyl-1-benzofurans have been prepared similarly.
- Ota, Tomomi,Hasegawa, Shun,Inoue, Seiichi,Sato, Kikumasa
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p. 3029 - 3036
(2007/10/02)
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- Hydantoin derivatives as potential antiinflammatory agents
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The hydantoins 2a-c and three hydantoic acids were synthesized and their anti-inflammatory properties were determined in the rat paw oedema test. Neither 1-phenyl-sulphonyl-5,5-diphenylhydantoin, which has been described as an inflammatory, nor any of the other compounds, showed significant anti-inflammatory activity.
- Schulte,Von Weissenborn,Kwon
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