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New and highly efficient synthesis of 3-substituted 1-hydroxybenz[g]isoquinoline-5,10-diones

2008; Elsevier BV; Volume: 65; Issue: 6 Linguagem: Inglês

10.1016/j.tet.2008.11.070

1464-5416

Jan Jacobs, Sven Claessens, Blaise Mavinga Mbala, Kris Huygen, Norbert De Kimpe,

Synthesis and Biological Activity

A new and efficient strategy for the synthesis of 3-substituted 1-hydroxybenz[g]isoquinoline-5,10-diones by reaction of 2-methoxycarbonyl-1,4-naphthoquinone with different pyridinium salts under Kröhnke conditions is disclosed. This one-step reaction was found to be dependent on the substitution pattern of the aromatic nucleus in the pyridinium salts.