A simple, one-flask synthesis of pentaco-ordinate phosphoranes
Abstract
In a synthesis capable of extension, 2-phenyl-1,3,2-dioxaphospholan reacts at room temperature with phenyl azide followed by diols, o-dihydroxyarenes, or o-hydroxythiophenol to give phosphoranes (68–100%) including the first isolated phosphoranes containing 7- and 8-membered alicyclic rings, i.e. 2,2-ethylenedioxy-2-phenyl-1,3,2-dioxaphosph(V)epan and 2,2-ethylenedioxy-2-phenyl-1,3,2-dioxaphosph(V)ocan.