Addition-cyclization reactions of alkylidene phosphoranes with ∝-benzoinoxime

Article abstract of DOI:10.1080/10426500008076336

Treatment of ∝-benzoinoxime (4) with stable phosphorus ylides 5a,bin dioxane gives oxazolines 8a,b, oxazinone-19 and hydroxyfuran 22, whereas in benzene besides 8a,b, the isoquinoline 16 is obtained. Performing the 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.

Full text of DOI:10.1080/10426500008076336

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Phosphorus, Sulfur, and
Silicon and the Related
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Addition-Cyclization
Reactions Of Alkylidene
Phosphoranes With α-
Benzoinoxime
Wafaa M. Abdou a , Neven A. Ganoub a & Abeer
M. Shaddy a
a National Research Centre, Dokki - 12622,
Cairo, Egypt
Version of record first published: 19 Dec 2006.
To cite this article: Wafaa M. Abdou , Neven A. Ganoub & Abeer M. Shaddy
(2000): Addition-Cyclization Reactions Of Alkylidene Phosphoranes With α-
Benzoinoxime, Phosphorus, Sulfur, and Silicon and the Related Elements, 165:1,
171-189
To link to this article: http://dx.doi.org/10.1080/10426500008076336
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