Tetrahedron

The synthesis of pyrimidoaporphines

GR Lenz

Index: Lenz Tetrahedron, 1984 , vol. 40, # 20 p. 4003 - 4012

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Citation Number: 5

Abstract

The reaction of 1-benzyl-3, 4-dihydroisoquinolines with ethoxycarbonyl isocyanate yields exclusively the N-acylated product 2. Thermal rearrangement of these enamides at 108° C. yields the pyrimidoisoquinolines 3 which may be alkylated or ethoxycarbonylated exclusively on the pyrimidone nitrogen. The pyrimidoisoquinolines possess a stilbene chromophore and are capable of undergoing the stilbene-phenanthrene conversion. Thus ...