A mild new synthetic procedure has been developed for in situ generation an
d cyclization of iminyl radicals onto pendant alkenes, followed by function
alization of the resulting carbon radical by one of a variety of trapping r
eagents, The key process in the method involves production of the iminyl ra
dical via treatment of an aldoxime or ketoxime with readily available 2,6-d
imethylbenzenesulfinyl chloride at -50 degrees C to room temperature (Hudso
n reaction).