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Reactions of azovinylphosphonates with nucleophilic alkenes and heterocycles: synthesis of Tetrahydropyridazine-3-phosphonate and 2-Substituted-1-hydrazonoethylphosphonate derivatives

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Transient azovinylphosphonates, generated in situ by base induced dehydrohalogenation of the corresponding 2-bromo- and 2-chloro-acetylphosphonate- tertbutoxycarbonyl hydrazones are intercepted by electron rich alkenes and heterocycles in hetero Diels-Alder reactions, producing tetrahydopyridazine-3-phosphonates or open chain α-hydrazono phosphonates.

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α-hydrazonophosphonates 3-phosphono-1,2-diaza-1,3-butadienes Azovinylphosphonates Addition-elimination Cycloaddition Tetrahydropyridazine-3-phosphonates

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