Abstract
A new palladium(II) catalyzed methodology for the direct synthesis of alkylidene isoindolinones from Al-alkoxybenzamides is presented. Isoindolinone formation proceeds through a highly efficient and E-selective C-H activation/Heck/Aza-Wacker sequence. Substoichiometric amounts of benzoquinone can be employed in a cooperative oxidation system with O-2, leading to facile purification of products. Modification of the reaction conditions provides a general route to substituted phthalimides by carbonylation with CO. Both systems were found to tolerate a wide range of functionality.
Original language | English |
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Pages (from-to) | 5326-5329 |
Number of pages | 4 |
Journal | Organic Letters |
Volume | 13 |
Issue number | 19 |
DOIs | |
Publication status | Published - 7 Oct 2011 |