Hexaethylphosphorus triamide

Popkova, V.Ya. Galakhov, M.V. Knunyants, I.L. Reaction of polyhalo disulfides with hexaethylphosphorus triamide. Izv. Akad. Nauk SSSR, Ser. Khim. 1989, 116. 

The monocyclic 1,3,2-dioxaphosphepine oxide (60) can also be synthesized starting from triol (57) by treating with hexaethylphosphorus triamide, followed by oxidation with ozone and chlorination of the resulting bicyclic compound (59) (Scheme 7) <93ZOB69>. 

Cyclic disulfides can undergo ring contraction to their thioether analogues on treatment with sulfur-extrusion agents such as trimethyl phosphite or hexaethylphosphorus triamide <93HAC487>. 

The reaction of dimethyl acetylenedicarboxylate (DMAD) with fullerene Ceo in the presence of hexamethylphosphorous triamide (HMPT, 291) or hexaethylphosphorus triamide (HEPT, 292) produced fullerene ylides (293) and (294), as described by Chuang et al These ylide derivatives exhibited unusual electronic absorptions in the visible region (435-660 nm), likely due to the presence of the ylide moiety (Seheme 67). 

---