Journal of the Chemical Society. Perkin transactions I p. 705 - 711 (1980)
Update date:2022-08-05
Topics:
Harger, Martin J. P.
Stephen, Michael A.
1-Amino-2,2,3,4,4-pentamethylphosphetan 1-oxide (5) and di-t-butylphosphinic amide (9) can be converted into the N-monochloro- and NN-dichloro-derivatives with t-butyl or sodium hypochlorite.The N-monochloroamides partially disprportionate in solution.They can be prepared conveniently by evaporation of the solvent from a solution containing equimolar amounts of the appropriate amide and NN-dichloroamide.The N-monochloro- and NN-dichloro-derivatives of (5) are reduced to the amide by sodium methoxide in methanol; no rearrangement (ring-expansion) is observed.They react with anthracene to give 9-chloro- and 9,10-dichloro-anthracene and with anisole to give chloroanisole (mainly the para-isomer).Triphenylarsine reacts with the NN-dichloroamide to give (after reductive work-up) an arsoranylideneamine, which can also be prepared from the amide (5) and diacetoxytriphenylarsorane.
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