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Paper | Special issue | Vol 79, No. 1, 2009, pp.695-702
Published online, 21st November, 2008
DOI: 10.3987/COM-08-S(D)36
Assembly of Substituted Homophthalimides via CuI-Catalyzed Coupling of 2-Bromobenzamides with β-Keto Ester

Hexiang Wang, Kun Gao, Yongwen Jiang, and Dawei Ma*

*State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, 354 Finglin Road, Shanghai 200032, China


CuI catalyzed coupling of 2-bromobenzamides and β-keto esters takes place at 90 °C in i-PrOH to afford substituted homophthalimides in good yields. This transformation undergoes a cascade coupling/intramolecular condensation process, which allows assembly of a wide range of substituted homophthalimides by varying 2-bromobenzamides and β-keto esters.