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The reaction of active and stabilized phosphonium ylides with α,β-unsaturated carbonyl compounds [1]

✍ Scribed by Fouad M. Soliman; Medhat M. Said; Soher S. Maigali


Publisher
John Wiley and Sons
Year
1997
Tongue
English
Weight
232 KB
Volume
8
Category
Article
ISSN
1042-7163

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✦ Synopsis


The active ketenylidene-(2a) or thioketenylidenetriphenylphosphoranes (2b) react with 2-benzylidene-1,3-indandione (1), 5-benzylidenebarbituric acid (11), and 4-benzylidene-1,2-diphenyl-3,5-pyrazolidinedione (16) to give the corresponding pyranones and thioxopyranones (3a,b, 12a,b) and (17a,b), respectively. On the other hand, compounds 1 and 11 can be converted by reaction with the stabilized alkylidenephosphoranes 4a-e into the phosphoranylidenes 6a-e and 13a-e. Moreover, the oxaphosphinins 8 or 14 and the oxazaphosphinins 10 or 15 were obtained when compounds 1 and 11 were allowed to react with the phosphorane 7 and the iminophosphorane 9, respectively. Some of these new organophosphorus compounds are found to have insecticidal and molluscicidal properties against cotton leafworm Spodoptera littoralis larvae and Biomphalaria alexandrina snails.


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