Pd(II)-Catalyzed Cycloisomerization/Dipolar Cycloaddition Cascade of N-Arylnitrone Alkynes with Olefins

J Org Chem. 2015 Aug 7;80(15):7732-8. doi: 10.1021/acs.joc.5b00717. Epub 2015 Jul 13.

Abstract

A cycloisomerization/dipolar cycloaddition tandem reaction of nitrone alkynes and electron-deficient olefins was described by employing a simple palladium catalyst. N-Arylnitrone alkynes, which were not well tolerated in previously reported methodologies, were successfully incorporated in the tandem reaction with generally good yields and moderate diastereoselectivities.