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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. © 1997 John Wiley, & Sons, Inc.
Heteroatom Chemistry – Wiley
Published: Jan 1, 1997
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