85738-92-7Relevant academic research and scientific papers
Synthesis of Naphthofuran-3-spirocyclohexanetriones
Hudson, Alan T.,Pether, Michael J.
, p. 35 - 37 (2007/10/02)
The condensation of 2,3-dichloro-1,4-naphthoquinone with nitrocyclohexane and t-butyl cyclohexanecarboxylate has been studied.The product resulting from reaction of the quinone with t-butyl cyclohexanecarboxylate, 3-chloro-2-(1-t-butoxycarbonylcyclohexyl)-1,4-naphthoquinone (3), was readily hydrolysed to the corresponding acid (4).Thermal cyclisation of this compound gave rise to the two isomeric quinone lactones naphtofuran-3-spirocyclohexane-2,4,9(3H)-trione (8) and naphthofuran-3-spirocyclohexane-2,4,5(3H)-trione (10).Procedures were devised which allowed either (8) or (10) to be obtained exclusively.
