Tetrahedron letters

Silica gel-supported hetero Diels-Alder reactions of quinolinetriones

JM Pérez, P López-Alvarado, MÁ Alonso, C Avendaño…

Index: Perez, Jose Maria; Lopez-Alvarado, Pilar; Alonso, Miguel Angel; Avendano, Carmen; Menendez, J. Carlos Tetrahedron Letters, 1996 , vol. 37, # 38 p. 6955 - 6958

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Citation Number: 10

Abstract

When 2, 5, 8 (1H)-quinolinetriones were supported on silica gel and treated with 1- dimethylamino-1-azadienes in excess, followed by rapid chromatography, the corresponding 5, 8-dihydro-1, 8-diazaanthracene-2, 9, 10-triones or 1, 8-diazaanthracene-2, 9, 10-triones were obtained, normally in excellent yields. This procedure minimizes or completely prevents the addition of dimethylamine to the starting quinone, a problem that ...