1805-78-3Relevant academic research and scientific papers
Rapid synthesis of ismine, a bioactive amaryllidaceae alkaloid
Guo, Jing-Jing,Yang, Bi-Juan,Jing, Chen-Xu,Chen, Duo-Zhi,Hao, Xiao-Jiang
, p. 202 - 204 (2017)
Ismine (6-[2-(methylamino)phenyl]-1,3-benzodioxole-5-methanol, 1), a biologically active alkaloid, has been synthesised by a rapid and simple four-step sequence. This synthesis involved a consecutive aryl-aryl and N-aryl coupling, leading to a phenanthridine derivative in a one-pot sequence, which employed a palladium catalyst and trifurylphosphine as the ligand. This synthesis gave an overall yield of 23%.
THE DIRECTED METALATION CONNECTION TO ARYL-ARYL CROSS COUPLING. REGIOSPECIFIC SYNTHESIS OF PHENANTHRIDINES, PHENANTHRIDINONES AND THE BIPHENYL ALKALOID ISMINE
Siddiqui, M.A.,Snieckus, V.
, p. 5463 - 5466 (2007/10/02)
Concise general routes to phenanthridines 4 and phenanthridinones 5 based on directed ortho metalation and cross coupling tactics are described; a short synthesis of the Amaryllidaceae alkaloid ismine (8b) is reported.
