Synthesis and Functionalization of 6,7-Dihydro-[1,4]Dioxino[2,3-d] Pyrimidines

Guido      Lavecchia; Sabine      Berteina-Raboin; Gerald      Guillaumet

doi:10.2174/157017806779468031

Abstract

The cyclization of 4,5-dihydroxy-2-methyl-pyrimidine followed by dibromination and oxidation of the methyl group led to 6,7-dihydro-[1,4]dioxino[2,3-d]pyrimidine-2-carboxaldehyde. This compound underwent different chemical transformations on carbonyl group to synthesize various 2-substituted-6,7- dihydro-[1,4]dioxino[2,3-d]pyrimidines.

Keywords: quantitative deprotection, N-alkylation, 2-dibromomethyl-DDP, modified Harris synthesis, Wittig reaction

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Letters in Organic Chemistry

Title: Synthesis and Functionalization of 6,7-Dihydro-[1,4]Dioxino[2,3-d] Pyrimidines

Volume: 3 Issue: 12

Author(s): Guido Lavecchia, Sabine Berteina-Raboin and Gerald Guillaumet

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Keywords: quantitative deprotection, N-alkylation, 2-dibromomethyl-DDP, modified Harris synthesis, Wittig reaction

Abstract: The cyclization of 4,5-dihydroxy-2-methyl-pyrimidine followed by dibromination and oxidation of the methyl group led to 6,7-dihydro-[1,4]dioxino[2,3-d]pyrimidine-2-carboxaldehyde. This compound underwent different chemical transformations on carbonyl group to synthesize various 2-substituted-6,7- dihydro-[1,4]dioxino[2,3-d]pyrimidines.

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Lavecchia Guido, Berteina-Raboin Sabine and Guillaumet Gerald, Synthesis and Functionalization of 6,7-Dihydro-[1,4]Dioxino[2,3-d] Pyrimidines, Letters in Organic Chemistry 2006; 3 (12) . https://dx.doi.org/10.2174/157017806779468031