A new method for the generation and cyclization of iminyl radicals via the Hudson reaction.
[formula: see text] A mild new synthetic procedure has been developed for in situ generation and cyclization of iminyl radicals onto pendant alkenes, followed by functionalization of the resulting carbon radical by one of a variety of trapping reagents. The key process in the method involves production of the iminyl radical via treatment of an aldoxime or ketoxime with readily available 2,6-dimethylbenzenesulfinyl chloride at -50 degrees C to room temperature (Hudson reaction).
Lin
X
X
Department of Chemistry, Pennsylvania State University, University Park 16802, USA.
Stien
D
D
Weinreb
S M
SM
D000475:Alkenes / Q000737:chemistry; D003500:Cyclization; D005609:Free Radicals; D007097:Imines / Q000138:chemical synthesis* / Q000737:chemistry
D000475:Alkenes; D005609:Free Radicals; D007097:Imines