REACTION OF 2,3-DISUBSTITUTED-N-ARYLSULFONYLAZIRIDINES WITH ISOCYANATES IN PRESENCE OF SODIUM-IODIDE - STEREOSPECIFIC CONVERSION OF N-ARYLSULFONYLAZIRIDINES TO IMIDAZOLIDINONES
Uk. Nadir et N. Basu, REACTION OF 2,3-DISUBSTITUTED-N-ARYLSULFONYLAZIRIDINES WITH ISOCYANATES IN PRESENCE OF SODIUM-IODIDE - STEREOSPECIFIC CONVERSION OF N-ARYLSULFONYLAZIRIDINES TO IMIDAZOLIDINONES, Tetrahedron, 49(35), 1993, pp. 7787-7792
The reaction of 2,3-disubstituted arylsulfonylaziridines with isocyana
tes in presence of sodium iodide yielding 4,5-disubstituted-2-imidazol
idinones is somewhat specific rather than a general reaction, but when
ever the reaction occurs, it does so in a totally stereospecific manne
r where imidazolidinones produced have the same geometric configuratio
n as that of the starting aziridines. The yield of the imidazolidinone
s varies (0 to 60%) depending on the nature of the substituent on the
aziridine ring carbon as well as their geometry.