Organophosphorous chemistry: Selective transformation of benzoin to benzil, desyl bromide, or benzyl phenyl ketone

I Furukawa, M Sasaki, T Inoue…

Index: Furukawa, Isao; Sasaki, Mitsuhiro; Inoue, Takeshi; Ohta, Tetsuo Phosphorus, Sulfur and Silicon and Related Elements, 1998 , vol. 143, p. 85 - 99

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Abstract

Abstract Reaction of benzoin with dibromotriphenylphosphorane under various conditions has been closely investigated. Benzoin was selectively converted to desyl bromide by treatment with dibromotriphenylphosphorane in the presence of triethylamine, while benzyl phenyl ketone was formed in the presence of an excess amount of triphenylphosphine. On the other hand, benzoin was effectively oxidized to bend by treatment with only bromine. ...