Organic letters

An expedient and divergent tandem one-pot synthesis of pyrimidin-2, 4-diones using the Blaise reaction intermediate

YS Chun, Z Xuan, JH Kim, S Lee

Index: Chun, Yu Sung; Xuan, Zi; Kim, Ju Hyun; Lee, Sang-Gi Organic Letters, 2013 , vol. 15, # 12 p. 3162 - 3165

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Citation Number: 22

Abstract

A novel divergent tandem one-pot method for the synthesis of 3, 5, 6-trisubstituted 1 H- pyrimidin-2, 4-dione derivatives is developed. In the presence of 10 mol% of Cu (OAc) 2, the α-substituted Blaise reaction intermediates (R2≠ H) reacted with isocyanates chemoselectively to afford pyrimidin-2, 4-diones, whereas the α-unsubstituted Blaise reaction intermediate (R2= H) showed a propensity to be a C-nucleophile toward ...