Tetrahedron Letters p. 4707 - 4710 (1996)
Update date:2022-08-22
Topics:
Piettre, Serge R.
Treatment of dialkyl 1,1-difluoromethylenephosphonates 1 with Lawesson's reagent cleanly produces the corresponding dialkyl 1,1-difluoromethylenephosphonothioates 2. The reaction can be extended to dialkyl 1,1-difluoromethylenephosphinates and to dialkyl 1,1-difluoromethylenephosphine oxides. The reversed transformation (i.e. converting dialkyl 1,1-difluoromethylenephosphodioxirane 7 or perfluoro-cis-2-n-butyl-3-n-propyloxaziridine 8, and produces the desired phosphonates in high yield. The synthetic interest of these transformations is discussed.
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