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Synthesis of isoindoles

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α-Azido carbonyl compounds bearing a 2-alkenylaryl moiety at the α-position are promising precursors for synthesis of isoindole and isoquinoline derivatives via 1,3-dipolar cycloaddition of azides onto alkenes and 6π-electrocyclization of N-H imine intermediates, respectively.
B. W.-Q. Hui, S. Chiba, Org. Lett., 2009, 11, 729-732.


A one-pot conversion of isoindolines to 1-arylisoindoles was established from palladium-catalyzed cascade C-H transformations. A dehydrogenation of isoindolines followod by C-H arylation of the isoindoles gives the desired 1-arylisoindoles in good yields.
T. Ohmura, A. Kijima, M. Suginome, Org. Lett., 2011, 13, 1238-1241.