N-arylperfluoroalkylchloroimines; synthesis and reactions

377

PllO N-arylperfluoroalkylchloroimines; synthesis and reactions V. Shchegelskii,

V. B. Sokolov

and I. V. Martynov

Institute of PhysiologicaUy Active Substances of Russian Chmnogolmka, Moscow Region 142432 (Russian

Academy

of Sciences,

Over the last few years the derivatives of chloro-imine have become of great interest. We now present the synthesis of titled compounds (I) obtained by perfluoroacylation of anilines followed by treatment of PC15

ArNHz

R&(O)Hal

)

I:

PC15

ArNH-C---Rf

N-Arylperfluoroa.lkylchloroimines investigated in the Arbusov reaction

’

7’

Ar-N=C,

(3) are reactive substances with esters of P(II1)

and were

,P(OEt12 Ar -N=C, (II) Ar -N=C, (I)

Rf

AC1 Rf

f/Me P Ar -NYC: (III)

‘OEt -Rf

h = CF,; CsF,; C3F7 Ar = Ph; 2-, 3- or 4-MeC6H,;

3-CF&H4

Usually the Arbusov reaction involves heating, reactions proceeded smoothly under mild conditions yields of products (II) and (III) at 50-80%.

but in our case the (ether, r.t.) with the