32255-47-3Relevant academic research and scientific papers
Total Synthesis of Two 8-Oxoprotoberberine Alkaloids: Alangiumkaloids A and B
Nishiyama, Takashi,Hironaka, Miharu,Taketomi, Mizuki,Taguchi, Eri,Kotouge, Rika,Shigemori, Yoshiyuki,Hatae, Noriyuki,Ishikura, Minoru,Choshi, Tominari
, p. 673 - 678 (2018/02/14)
A new and versatile synthetic route for 8-oxoprotoberberine 17 through synthesis of isoquinolinone 16 and construction of a B-ring is described. The key step is the synthesis of isoquinolinone 14 through thermal cyclization of 2-alkynylbenzaldehyde oxime 12 to afford isoquinoline N-oxide 13, followed by a Reissert–Henze-type reaction. The first total synthesis of 8-oxoprotoberberine alkaloid alangiumkaloids A and B was achieved by using this strategy.
