CONVERSION OF A THIOHYDANTOIN TO THE CORRESPONDING HYDANTOIN VIA A RING-OPENING RING CLOSURE MECHANISM/

Citation
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
Citations number
11
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
00404039
Volume
37
Issue
43
Year of publication
1996
Pages
7727 - 7730
Database
ISI
SICI code
0040-4039(1996)37:43<7727:COATTT>2.0.ZU;2-E
Abstract
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