Azides, diethylphosphoryl

Diethylphosphoryl azide gives an Mo-triazoline with noibomene subsequent photolysis gives the phosphorylated aziridine, but pyrolysis gives the imine isomer. Maikovnikov addition of diethyl dibro-mophosphoramidate to alkenes (BF3 catalysis) occurs in high yield the initial adducts were converted to IV-unsubstituted products but would be readily convertible to phosphorylated aziridines ty the Gabriel method.In any case, IV-unsubstituted aziridines are readily phosphoiylated. > ... 

Derivatives of phosphoric acid, diphenylphosphoryl azide (72) (DPPA) [123], diethylphosphoryl cyanide (73) (DEPC) [124], bis(2-oxo-... 

The highly reactive nitrenes derived from phosphoryl azides do not readily undergo rearrangement. They also appear to have a low selectivity with respect to —H insertion reactions. Thus, irradiation of diethylphosphoryl azide (143 R = Et) in cyclohexane, for example, led to formation of diethyl cyclohexyl-phosphoramidate (144 R = Et) in 88% yield.83 A lower yield (67%) of insertion product, diphenyl cyclophosphoramidate (144 R = Ph), was obtained on... 

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