Flash vacuum pyrolysis of stabilised phosphorus ylides. Part 13.1 Extrusion of Ph3P from sulfinyl ylides and reactivity of the resulting sulfinyl carbenes

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R. Alan Aitken, Martin J. Drysdale and Bruce M. Ryan


Abstract

Six α-sulfinyl phosphorus ylides 6 have been prepared and are found upon flash vacuum pyrolysis at 500 °C to undergo mainly extrusion of Ph3P to give thioesters, presumably by 1,2-oxygen transfer in the initially formed sulfinyl carbenes; for α-arylsulfinyl ylides loss of Ph3PO to give additional products is also observed.


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