Synthesis of Benzo[1,6]naphthyridinones Using the Catellani Reaction
Mohamed S A Elsayed1, Brittany Griggs1, Mark Cushman1
1Department of Medicinal Chemistry and Molecular Pharmacology, College of Pharmacy, and The Purdue Center for Cancer Research , Purdue University , West Lafayette , Indiana 47907 , United States.
Abstract:
An intramolecular version of the Catellani reaction was optimized for one-step synthesis of bulky N-substituted benzo[1,6]naphthyridinones with good to excellent yields. The optimized reaction of N-substituted o-bromobenzamides with 4-bromoquinolines features a wide substrate scope and yields of up to 98%. The employment of aryl bromides under carefully optimized conditions instead of the usual aryl iodides enhances the scope of the reaction.
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