Catalytic phosphorus (v)-mediated nucleophilic substitution reactions: Development of a catalytic Appel reaction

RM Denton, J An, B Adeniran, AJ Blake…

Index: Denton, Ross M.; An, Jie; Adeniran, Beatrice; Blake, Alexander J.; Lewis, William; Poulton, Andrew M. Journal of Organic Chemistry, 2011 , vol. 76, # 16 p. 6749 - 6767

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Citation Number: 78

Abstract

Catalytic phosphorus (V)-mediated chlorination and bromination reactions of alcohols have been developed. The new reactions constitute a catalytic version of the classical Appel halogenation reaction. In these new reactions oxalyl chloride is used as a consumable stoichiometric reagent to generate the halophosphonium salts responsible for halogenation from catalytic phosphine oxides. Thus, phosphine oxides have been transformed from ...