Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5281890 | Tetrahedron Letters | 2009 | 4 Pages |
Photoaddition of various phenoxyacetates to N-methylphthalimide affords the corresponding hydroxyphthalimidines in yields of 21-93%. The diastereoselectivity of the intermolecular addition is studied for a series of 2-substituted phenoxyacetates with low diastereoselectivities being observed. Comparison experiments with anisole and ether-containing phthalimide confirm that the crucial electron-transfer step occurs from the carboxylate functionality.
Graphical abstractPhotoaddition of various phenoxyacetates to N-methylphthalimide affords the corresponding hydroxyphthalimidines in yields of 21-93%. The diastereoselectivity of the intermolecular addition is studied for a series of 2-substituted phenoxyacetates with low diastereoselectivities being observed. Comparison experiments with anisole and ether-containing phthalimide confirm that the crucial electron-transfer step occurs from the carboxylate functionality.Download full-size image