F. Goubet et G. Teutsch, CONVERSION OF A THIOHYDANTOIN TO THE CORRESPONDING HYDANTOIN VIA A RING-OPENING RING CLOSURE MECHANISM/, Tetrahedron letters, 37(43), 1996, pp. 7727-7730
The treatment of activated N, N' disubstituted arylthiohydantoins with
methyl or ethyl iodide and sodium methoxide in DMF at room temperatur
e affords the corresponding hydantoins in good yield. The mechanism in
volves an unusual ring opening-ring closure sequence which can be expl
oited for a novel (thio) hydantoin to (thio) urea rearrangement. Copyr
ight (C) 1996 Elsevier Science Ltd