THE BEHAVIOUR OF p-QUINONES TOWARDS WITTIG-HORNER REAGENTS

Triethylphosphonoacetate (I) reacts with p-quinones (1, 2) to give the corresponding 4-hydroxyl-β-hydroxy-succinic acid diethyl acetate 4 and 5, respectively. On the other hand, the reaction of Wittig-Horner reagent (I) with p-chloranil (3) afforded 2,3,5,6-tetrachloro-4-hydroxyphenyl-β-hydroxy-succ...

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Veröffentlicht in:	Phosphorus, sulfur, and silicon and the related elements sulfur, and silicon and the related elements, 1991-10, Vol.62 (1-4), p.163-167
Hauptverfasser:	Boulos, L. S., Abd El-Rahman, Naglaa M.
Format:	Artikel
Sprache:	eng
Schlagworte:	2,3,5,6-tetrachloro-4-hydroxyphenyl-β-hydroxy-succinic acid diethyl acetate 4-hydroxy-phenyl-β-hydroxy-succinic acid diethylacetate 4-hydroxynaphthyl-β-hydroxysuccinic acid diethyl acetate and the diethylphosphonate adduct Chemistry Exact sciences and technology Organic chemistry Organometalloidal and organometallic compounds P derivatives p-quinones 1-3 Preparations and properties triethylphosphonoacetate (I)
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Beschreibung
Zusammenfassung:	Triethylphosphonoacetate (I) reacts with p-quinones (1, 2) to give the corresponding 4-hydroxyl-β-hydroxy-succinic acid diethyl acetate 4 and 5, respectively. On the other hand, the reaction of Wittig-Horner reagent (I) with p-chloranil (3) afforded 2,3,5,6-tetrachloro-4-hydroxyphenyl-β-hydroxy-succinic acid diethyl acetate (7) and the diethyl phosphonate adduct (6). Possible reaction mechanisms are considered and the structural assignments are based on compatible analytical and spectroscopic results.
ISSN:	1042-6507 1563-5325
DOI:	10.1080/10426509108034471