A new method for the generation and cyclization of iminyl radicals via theHudson reaction

Citation
Xc. Lin et al., A new method for the generation and cyclization of iminyl radicals via theHudson reaction, ORG LETT, 1(4), 1999, pp. 637-639
Citations number
20
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
1
Issue
4
Year of publication
1999
Pages
637 - 639
Database
ISI
SICI code
1523-7060(19990826)1:4<637:ANMFTG>2.0.ZU;2-F
Abstract
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).