New Heteroannulation Reactions of N-Alkoxybenzamides by Pd (II) Catalyzed C–H Activation

…, B Cox, GC Lloyd-Jones, KI Booker-Milburn

Index: Wrigglesworth, Joe W.; Cox, Brian; Lloyd-Jones, Guy C.; Booker-Milburn, Kevin I. Organic Letters, 2011 , vol. 13, # 19 p. 5326 - 5329

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Citation Number: 101

Abstract

A new palladium (II) catalyzed methodology for the direct synthesis of alkylidene isoindolinones from N-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 O2, leading to facile purification of products. Modification of the reaction ...