218ChemInform Abstract A number of phosphines and bisphosphines is prepared under phase-transfer catalysis or in a super basic medium as shown in the reaction scheme.

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A procedure was developed for the synthesis of tertiary phosphine oxides by alkytation of secondary phosphine oxides with quaternary ammonium salts.Key words: alkylation, diethylphosphine oxide, diphenylphosphine oxide, ammonit~m salts, trimethyt(phenyl)ammonium iodide, trimethyl(3-methylbut-2-eny/)ammoniurn chloride, dinaethylbis(3-chlorobut-2-enyl)ammonium chloride, triethyl(prop-2-ynyl)ammonitlm bromide.Alkylation of hydrophosphoryl compounds with alkyl halides is widely covered in the literature. In some cases, tertiary amines were used for generating P-anions. l,z Many works have been devoted to the conducting of the Michaelis--Becker reaction under conditions of phase transfer catalysis and in a superbasic medium in the case of phosphine oxides. [3][4][5][6] In this work, we report a new convenient procedure for the synthesis of tertiary phosphine oxides. It is known that quaternary ammonium salts are widely used for alkylation of CH-, OH-, and NH-acids. We found that these salts can also be used for alkylation of PHacids, in particular, of secondary phosphine oxides. Thus, heating of diphenylphosphine oxide (la) with trimethyl(phenyl)ammonium iodide (2a) at 120 ~ afforded methyldiphenylphosphine oxide (3a) in 83.3% yield. Correspondingly, when all alkali was added, dimethylaniline (4a) was isolated from the reaction mixture in 74.4% yield. An analogous result was obtained in the case of diethylphosphine oxide (Ib). The yields of diethylmethylphosphine oxide (3a) and dimethylaniline were 66.6 and 74.4%, respectively. The reactions proceeded smoothly also with trimethyl(3-methylbut-2-enyl)-(2b) and dimethylbis(3-chlorobut-2-enyl)ammonium chlorides (2e). Their reactions with la afforded diphenyl(3-methylbut-2-enyl)-(Sa) and diphenyl(3-chlorobut-2-enyl)phosphine oxides (5b) in 60 and 59% yields, respectively. Simultaneously, the corresponding tertiary amines were isolated from the reaction products: