Exploratory Synthesis On Trigonoliimine C And Development Of Isophorone And Derivatives

In 2010,researcher Hao Xiaojiang,who work in state key laboratory of phytochemistry plant resources in west China of Kunming institute of Botany,isolated three new special polycyclic skeleton of indole alkaloids trigonoliimine A-C from the leaves of Euphorbiaceae plant Trigonostemon.lii which grow in Yunnan.They determined their absolute configurations and found the potential biological activity of anti-HIV virus.We selected trigonoliimine C as target compound,and attempted to use the metal-catalyzed cross-coupling reaction and the organocatalyzed asymmetric Michael reaction to build the molecular skeleton.So far,we have taken chance of a series of exploratory studies according our methodologies.Isophorone(IP),as an important fine chemical intermediate,has a wide range of applications that not only as aspects of solvent,but also as medicine,pesticides,polyurethane resins,plasticizers and lubricants and so on.Isophorone(IP)can prepare isophorone diisocyanate(IPDI)through Michael addition reaction,hydrogenation and phosgenation,which is the monomer of polyurethane coating and an important component of rocket propellant.We synthesized isophorone with excellent selectivity and moderate yield by the method of condensation of acetone liquid in high pressure,and researched the effects by catalyst,reaction temperature,reaction pressure and additives on the condensation reaction.In addition,we synthesized isophorone diamine(IPDA)from isophorone with a total yield 86%.