5531-70-4Relevant academic research and scientific papers
Total Synthesis of Olivacine and Ellipticine via a Lactone Ring-Opening and Aromatization Cascade
Dilek, ?mer,Patir, Süleyman,Tilki, Tahir,Ertürk, Erkan
, p. 7901 - 7916 (2019/06/17)
Effective preparation of olivacine and ellipticine via late-stage D-ring cyclization is described. Key features of the synthetic routes include trifluoroacetic acid-mediated formation of a lactone that is fused to a tetrahydrocarbazole derivative and its one-pot two-step ring opening and aromatization mediated by para-toluenesulfonic acid and palladium on carbon, respectively.
Benzannulation of indoles to carbazoles and its applications for syntheses of carbazole alkaloids
Zheng, Xiaojian,Lv, Leiyang,Lu, Shenglin,Wang, Wenxiao,Li, Zhiping
supporting information, p. 5156 - 5159 (2014/12/11)
A novel and efficient method for the benzannulation of indoles to carbazoles is reported. γ-Carbonyl tert-butylperoxide is applied as a new diene building block for the π-extension of simple indoles. The synthetic utility of this method is demonstrated by concise and selective total syntheses of naturally occurring carbazole alkaloids, olivacine, and asteropusazole A.
New Synthesis of the 6H-Pyridocarbazoles Ellipticine and Olivacine via Cycloaddition of 2-Phenylsulfonyl 1,3-Dienes to Indoles
Baeckvall, Jan-E.,Plobeck, Niklas A.
, p. 4528 - 4531 (2007/10/02)
An efficient synthesis of the antitumor alkaloids ellipticine and olivacine, starting from indole, was developed.The cycloaddition of 3-(phenylsulfonyl)-2,4-hexadiene or 2-(phenylsulfonyl)-1,3-pentadiene to the magnesium salt of indole was followed by C-C
New Synthesis of Olivacine via Heteroarylation
Naito, Takeaki,Iida, Naoko,Ninomiya, Ichiya
, p. 99 - 104 (2007/10/02)
Heteroarylation under acylating conditions, between indole and 4-substituted pyridines (1a-c), followed by acidic cyclisation, provides a useful route to indole alkaloids, as exemplified by a new synthesis of olivacine (12).
