Synthesis of novel 1,4-, 3,4-, and 4,5-dihydropyrimidines: First successful POCl3 chlorination and regioselective alkoxycarbonylation

Hidetsura Cho, Yoshiko Ohnaka, Mariko Hayashimatsu, Masaru Ueda, Keiyuu Shima

Research output: Contribution to journalArticlepeer-review

11 Citations (Scopus)

Abstract

Chlorination of 5,6-dihydropyrimidine-4-(3H)-one derivatives (1) with POCl3 gave 1,4(3,4)-dihydropyrimidines (3), whose alkoxycarbonylation (ClCOOREt3N or NaH) afforded regioselectively novel compounds (4). A new Pummerer type rearrangement of compound (1, XpS(O)CH3) with POCl3, gave compound (5h).

Original languageEnglish
Pages (from-to)6377-6380
Number of pages4
JournalTetrahedron Letters
Volume27
Issue number52
DOIs
Publication statusPublished - 1986

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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