Oximophosphinothiolation of Alkenes with Sodium Nitrite, Elemental Sulfur, and Secondary Arylphosphines.

A simple and efficient oximophosphinothiolation of alkenes with sodium nitrite, elemental sulfur, and secondary arylphosphines has been developed. This transformation can be carried out under mild and additive-free conditions, employing NaNO2 and S8 as the NO source and sulfur source, respectively. A wide variety of α-dithiophosphinate oximes could be accessed via this method in moderate to good yields, and the reaction showed good tolerance to diverse functional groups.