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Dialkyl 1-Alkynylphosphonates: a Range of Promising Reagents
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2000
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Other PhosphonatesPromising ReagentsDiversity Oriented SynthesisHeterocyclicBiochemistryNatural SciencesDiversity-oriented SynthesisValuable PrecursorsOrganic ChemistryStereoselective SynthesisChemistryHeterocycle ChemistryPharmacologyMichaelis–becker ReactionsSynthetic Chemistry
This review covers the preparations of 1-alkynylphosphonates by Michaelis–Arbuzov and Michaelis–Becker reactions, by nucleophilic substitutions at phosphorus (SNPV), and by elimination from 1-alkenylphosphonates. The reactivity and versatility of 1-alkynylphosphonates have made them valuable precursors for other phosphonates, and particularly for the synthesis of heterocycles by [2+2], [3+2], and [4+2] cycloaddition reactions.