SYNTHESES WITH ETHYNYLPHOSPHONIUM SALTS - NUCLEOPHILIC ADDITIONS TO PHENYLETHYNYLTRIPHENYLPHOSPHONIUN BROMIDE

Acyclic and heterocyclic adducts have been prepared by additions to phenylethynyltriphenylphosphonium bromide of benzoylhydrazine, hydroxylamine, o-aminobenzophenone, o-aminophenol, o-aminobenzenethiol, o-aminoaniline, ethylenediamine, 2,3-diamionopyridine, 1,2-diaminonaphthalene, 1,8-diaminonaphthalene, and benzophenone hydrazone. A useful feature of the title compounds is that the triphenylphosphonium group activates the triple bond and then can be removed either as phosphine oxide or as a quaternary salt; thus, they are potential ethynyl equivalents.