460041-64-9Relevant academic research and scientific papers
Intramolecular Michael-type addition of azadienes to 1,4-naphthoquinones instead of Aza-Diels-Alder cycloaddition: A synthesis of ascididemin
Cuerva, Juan M.,Cardenas, Diego J.,Echavarren, Antonio M.
, p. 1360 - 1365 (2007/10/03)
α,β-Unsaturated hydrazones tethered by an amino group to 1,4-naphthoquinone or quinoline-5,8-dione do not react by intramolecular aza-Diels-Alder cycloaddition. Instead, these substrates cyclize to form benzo[b]acridine-6,11-dione or pyrido[2,3-b]acridine-5,12-dione derivatives, respectively. This route leads to a highly concise synthesis of the pyridoacridine alkaloid ascididemin.
