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ChemInform Abstract: The Behavior of 2-Thioxo-4-thiazolidinones Toward Organophosphorus Reagents.

✍ Scribed by Leila Sadek Boulos; Mona Hizkial Nasr Arsanious


Publisher
John Wiley and Sons
Year
2010
Weight
31 KB
Volume
30
Category
Article
ISSN
0931-7597

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✦ Synopsis


The Behavior of 2-Thioxo-4-thiazolidinones Toward Organophosphorus Reagents. -The reactions of the title heterocycles (I) with resonance stabilized phosphonium ylides, dialkyl phosphites, and trialkyl phosphites is studied. Whilst the reactions with ylides give rise to C-alkylated products [cf. (III), (V), (VI)], alkyl phosphites provide access to N-alkylated products [cf. (X)].


πŸ“œ SIMILAR VOLUMES


The behavior of 2-thioxo-4-thiazolidinon
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The reaction of 2-thioxo-4-thiazolidinone (1a) with phosphorus ylides 2a and 2b afforded compounds 5 and 6. On the other hand, formylmethylenetriphenylphosphorane (2c) reacts with 1a and its N-methyl derivative 1b to give the new complicated phosphonium ylides 7a,b, respectively. Reactions of 1b wit

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The reaction of 2-benzylidene-1,3-diphenylpropanetrione (1a) with phosphorus ylides 2ac afforded the new phosphonium ylides 4a-c. Trialkyl phosphites 3a-c react with 1a to give the respective dialkyl phosphonate products 5a-c. On the other hand, the olefinic compounds 6 and 7 were isolated from the

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4-Hydroxycoumarin (1) reacted with Wittig reagents (2) to give 4-benzoylmethylcoumarin (5A) or [3-(4-hydroxycoumarinyl)]carbonylmethylenetriphenylphosphorane (6) depending upon the nature of the phosphorus ylide used. Dialkyl phosphonates (3a,b) and trialkyl phosphites (4a,b) converted 1 into the re