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- Title
Arylphosphonylation and Arylazidation of Activated Alkenes.
- Authors
Kong, Wangqing; Merino, Estíbaliz; Nevado, Cristina
- Abstract
Two radical-mediated processes of activated alkenes, namely arylphosphonylation and arylazidation, are described. The difunctionalization of alkenes by a tandem process that involves radical addition, 1,4-aryl migration, and desulfonylation generates α-aryl-β-heterofunctionalized amides bearing a quaternary stereocenter when the substituent on the nitrogen atom is an aryl group. Alternatively, heterooxindoles or spirobicycles can be obtained with excellent regioselectivity in the presence of an alkyl substituent on the nitrogen atom.
- Subjects
ALKENES; REGIOSELECTIVITY (Chemistry); NITROGEN; ARYL group; SULFONAMIDES; RADICALS (Chemistry); PHOSPHONATES; ORGANIC synthesis; AZIDATION
- Publication
Angewandte Chemie, 2014, Vol 126, Issue 20, p5178
- ISSN
0044-8249
- Publication type
Article
- DOI
10.1002/ange.201311241