Organic letters

Tandem palladium-catalyzed urea arylation-intramolecular ester amidation: regioselective synthesis of 3-alkylated 2, 4-quinazolinediones

MC Willis, RH Snell, AJ Fletcher, RL Woodward

Index: Willis, Michael C.; Snell, Robert H.; Fletcher, Anthony J.; Woodward, Robert L. Organic Letters, 2006 , vol. 8, # 22 p. 5089 - 5091

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Citation Number: 57

Abstract

o-Halo benzoates can be combined with monoalkyl ureas in a tandem palladium-catalyzed arylation-ester amidation sequence to deliver quinazolinedione products. The reactions are regioselective for formation of the 3-N-alkyl isomers. Significant variation of both coupling partners is possible, allowing the synthesis of a diverse array of substituted quinazolinediones, exemplified by the preparation of a simple unsymmetric-dialkylated ...