Synlett

New Feature of Friedel-Crafts Phosphonation of Anisoles: Unexpected In Situ Methylphosphorylation Reaction

G Baccolini, C Boga

Index: Baccolini, Graziano; Boga, Carla Synlett, 1999 , # 6 p. 822 - 824

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Citation Number: 2

Abstract

Abstract: Anisoles 1, reacting with AlCl3 and PCl3 with appropriate reagent ratios, give, in good yields, the corresponding diaryl methylphosphonates 2 or the methylphoshinates 3b, c and the methylphosphine oxides 4b, c. This unexpected in situ methylphosphorylation explains the reported limited and conflicting results to obtain methoxy-substituted arylphosphonous dichloride with the same reagents. A suggested mechanism is also ...