The Journal of Organic Chemistry

Tandem Reductive Alkylation-Cyclization for the Preparation of Unsymmetrical 1, 4-Disubstituted 2, 3-Diketopiperazines

CJ Dinsmore, JM Bergman

Index: Dinsmore, Christopher J.; Bergman, Jeffrey M. Journal of Organic Chemistry, 1998 , vol. 63, # 12 p. 4131 - 4134

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Citation Number: 11

Abstract

Derivatives of piperazine have found wide use in medicinal chemistry as molecular scaffolds for the positioning of substituents in biologically active molecules. 1 During the course of an ongoing drug discovery project, we required a general method for the preparation of unsymmetrical 1, 4-disubstituted 2, 3-diketopiperazines. While the Riebsomer condensation of a 1, 2-diamine with dialkyl oxalate is frequently employed, 2 it generally requires ...