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The direct formation of the vinylic carbon to phosphorus bond has been accomplished via reaction of vinylic halides with copper® halide complexes of trialkyl phosphites. In addition, formation of varying amounts of vinylic chlorides may be observed if the reaction is performed by using vinylic bromides with copper® chloride complexes of trialkyl phosphites. This halogen-exchange reaction may be made synthetically useful through the employment of copper® chloride complexes of triaryl phosphites or phosphines.

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We have synthesized and spectrally characterized the five possible heterocyclic ring substituted 2'-nitrobenzylphthalazine-l,4-diones. Selective alkylation of the tautomers of phthalazine-l,4-dione (phthalhydrazide) with 2'nitrobenzyl chloride furnishes the 0and N-monoalkyl isomers and the 0 , N -, 0,Oand N,N-dialkyl isomers.These isomers are depicted below along with the parent compound phthalazine-l,4dione (I) and the N-aminophthalimide derivative (VII), which is isomeric to the monoalkylated compounds.