952196-30-4Relevant academic research and scientific papers
On the synthesis of protopine alkaloids
Wada, Yasuhiro,Kaga, Harumi,Uchiito, Shiho,Kumazawa, Eri,Tomiki, Miho,Onozaki, Yu,Kurono, Nobuhito,Tokuda, Masao,Ohkuma, Takeshi,Orito, Kazuhiko
, p. 7301 - 7306 (2008/02/11)
(Chemical Equation Presented) For the synthesis of protopine alkaloids, we studied a reaction sequence based on a ring enlargement of indeno[2,1-a][3] benzazepines by a singlet oxygen oxygenation, followed by conversion of an amide carbonyl group of the resultant 10-membered keto-lactam to a methylene group, which is the last step for completion of the synthesis. The key substances, indeno[2,1-a][3]benzazepines, were prepared by Bischler-Napieralski cyclization of alkoxy-substituted 1-(2-bromobenzyl)-3-benzazepin-2-ones. Steric effects of the substituents in this synthesis were examined.
