Vf. Mironov et al., Intra- and intermolecular reactions of 2-(2,3-epoxypropyl)-1,3,2-benzodioxaphosphole with some five-coordinate phosphorus halides, RUSS J G CH, 69(7), 1999, pp. 1155-1162
Reactions of 2-(2,3-epoxypropyl)-1,3,2-benzodioxaphosphole with bis(o-pheny
lenedioxy)chlorophosphorane yield mainly products of beta-cleavage of the o
xirane ring, Reactions of 2-(2,3-epoxypropyl)-1,3,2-benzodioxaphosphole wit
h dry HCl and HBr result in quantitative formation of stable H-phosphoranes
including a 4-halomethyl-1,3,2-dioxaphospholane fragment, Bromination of 2
-(2,3-epoxypropyl)-1,3,2-benzodioxaphosphole with molecular bromine gives 2
,3-epoxypropyl(o-phenylenedioxy)dibromo as intermediate, in which regiosele
ctive intramolecular beta-addition to the oxirane ring affords 2-bromo-4-br
omo-methyl-2,2-(o-phenylenedioxy)- 1,3,2-dioxaphospholane. Depending on the
reaction conditions, the latter either undergoes cleavage of the dioxaphos
pholane ring to form 2-(1,3-dibromo-2-propyl)-1,3,2 lambda(5)-benzodioxapho
sphol-2-one or adds to 2-(2,3-epoxypropyl)- 1,3,2-benzodioxaphosphole with
formation of bis-phosphoranes or phosphoranyl-containing phosphites.