Treatment of α-benzoinoxime (4) with stable phosphorus ylides 5a,b in dioxane gives oxazolines 8a, b, oxazinone-19 and hydroxyfuran 22, whereas in benzene besides 8a,b, the isoquinoline 16 is obtained. Performing he reaction of 4 and 5a,b in toluene, besides 8a,b, the oxazole 10a and the oxazines 12a,b are obtained. Compound 4, on treatment with a phosphonium salt of the semi-stabilized allylic ylide 23a affords 1-hydroxypyrrole 25a and 2-hydroxy isoquinolidene 27, while with phosphonium salts of the reactive ylides 23b,c gives the imines 29a,b along with the ylides 31 or 33, respectively.
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Abdou et al. (2000) studied this question.
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