Benzonitriles reactions with allene

Benzonitrile oxide reacted with 3-phenyl-4-benzylideneisoxazolinone to produce two isomeric spiro compounds (Scheme 153) (72MI41609,72MI41608). The reaction of benzonitrile oxide with ketene produced a spiro derivative (67MI41600) with allenes, bis(spiroisoxazo-lines) along with monoaddition products were formed (Scheme 154) (79JOC2796, 70CR(C)-(271)1468). 

Reaction of allene with dichlorobis(benzonitrile)Pd(II) in benzonitrile produces a high yield of a (7t-allyl)Pd complex. 

Di-M-chloro-di-7r( -chloroally)-dipalladium(II) is prepared via the reaction of allene with dibenzonitrile palladium dichloride in benzene (2-10). 1-Methyl- and 1,1-dimethyl-allene also can be used. With benzonitrile as a solvent, only the second product is obtained. 

Treatment of bis-benzonitrile palladium dichloride with allene affords a variety of w-enyl complexes depending on the stoicheiometry of the reaction, and on the solvent [24,25]. 

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