ChemInform Abstract: Reaction of Phosphorous Acid Dialkylamides with N‐Hydroxyalkyl N′‐Substituted Thioureas. A New Method for the Synthesis of 2‐Iminothiazolidine and 2‐Iminoperhydro‐1,3‐thiazine Derivatives.

Abstract

Reaction of the hydroxyalkylthioureas (I) with hexaethylphosphorous triamide does not give the expected oxazaphospha heterocycles, but the thiazolidines (IIa) ‐ (IId) or the thiazine (IIe) are formed instead.

Amides of Trivalent Phosphorus Acids as Phosphorylating Reagents for Proton-Donating Nucleophiles

“…In some cases, phosphorylation creates complex systems which subsequently undergo elimination of phosphoryl compounds. This route has been used, in particular, to prepare 2-allyliminothiazolidine (Scheme ) 28 …”

“…This route has been used, in particular, to prepare 2-allyliminothiazolidine (Scheme 28). 191 The transformation pathways presented above have been explained comprehensively by the authors cited. Meanwhile, some other phenomena described in the literature have not been adequately interpreted; this is true, for example, for double phosphorylation of dimethylarsenylated ethylene glycol (Scheme 29).…”