Synthesis of 5-Vinyl-2-isoxazolines by Palladium-Catalyzed Intramolecular O-Allylation of Ketoximes
Rodney A. Fernandes*, Ashvin J. Gangani and Arpita Panja
*Department of Chemistry, Indian Institute of Technology Bombay, Powai, Mumbai 400076, Maharashtra, India, Email: rfernandchem.iitb.ac.in
R. A. Fernandes, A. J. Gangani, A. Panja, Org. Lett., 2021, 23, 6277-6231.
DOI: 10.1021/acs.orglett.1c01897
see article for more reactions
Abstract
Efficient Pd-catalyzed intramolecular O-allylations of ketoximes enable the synthesis of 5-vinyl-2-isoxazolines. The reactions either involve Pd(0)-catalyzed π-allyl formation via leaving group ionization or Pd(II)-catalyzed allylic C-H activation followed by intramolecular nucleophilic oxime oxygen attack.
see article for more examples
product diversification
Key Words
ID: J54-Y2021