Tetrahedron

Synthesis of 1, 5-and 1, 8-diazaanthraquinones by reaction of aminoquinolinequinones with β-dielectrophiles

A Marcos, C Pedregal, C Avendaño

Index: Marcos, Alicia; Pedregal, Carmen; Avendano, Carmen Tetrahedron, 1995 , vol. 51, # 6 p. 1763 - 1774

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Citation Number: 8

Abstract

Easily obtained amino derivatives of quinoline-5, 8-quinone (1 and 2) and 4-methyl-(1H) 2, 5, 8-quinolinetrione (3) react with β-dielectrophiles, affording aminoalkylidenemalonates in a convenient procedure. These compounds cyclise thermally to 1, 5-diaza-(1H) 4, 9, 10- anthracenetriones (1 0 and 1 9), 1, 8-diaza-(1H) 4, 9, 10-anthracenetriones (1 1 and 2 0) and 1, 5-diaza-(1H, 5H) 2, 8, 9, 10-anthracene-tetraones (1 2 and 2 1). The strategy is less ...