115663-20-2Relevant academic research and scientific papers
A NEW ROUTE TO 1-OXYGENATED CARBAZOLES. SYNTHESIS OF THE CARBAZOLE ALKALOIDS MURRAYAFOLINE-A AND MURRAYAQUINONE-A
Martin, Tracey,Moody, Christopher J.
, p. 235 - 240 (2007/10/02)
1-Oxygenated carbazoles are prepared in 4 steps from indole-2-carboxylates by condensation with γ-butyrolactones to give the lactones (12), followed by hydrolysis with concomitant decarboxylation to the alcohols (13), and oxidation to the aldehydes (14).The aldehydes (14) cyclise to 1-methoxycarbazoles on treatment with boron trifluoride-methanol or with methanolic hydrogen chloride.The methoxycarbazoles (15a) and (4) were converted into the corresponding carbazolequinones (18) and (7) by demethylation, and oxidation.The carbazole alkaloids murrayafoline-A (4) and murrayaquinone-A (7) were prepared.
