[Synthetic studies of the bioactive natural products by using the thermal electrocyclic reaction of 6 pi electron systems].
We are developing the synthesis of biologically interesting condensed-heteroaromatic compounds, including natural products by the thermal electrocyclic reaction of 6 pi electron system incorporating the double bond of the principal aromatic or heteroaromatic ring. In this report, we describe three types of electrocyclic reactions as follows; 1) the synthesis of highly-substituted carbazole alkaloids based on the allene-mediated electrocyclic reaction involving an indole 2,3-bond, 2) the synthesis of beta-carboline alkaloids and isoquinoline-5,8-quinone alkaloids based on the thermal electrocyclic reaction of an 1-azahexatriene system involving an indole 2,3-bond or benzene 1,2-bond, and 3) the synthesis of new tetracyclic pyrido[2,3-b]indole, grossularines, based on the thermal electrocyclic of an 2-azahexatriene system including the indole 2,3-bond.
Choshi
T
T
Faculty of Pharmacy and Pharmaceutical Sciences, Fukuyama University, Gakuen-cho, Fukuyama, Hiroshima 729-0292, Japan.
D001688:Biological Products / Q000138:chemical synthesis*; D002227:Carbazoles / Q000138:chemical synthesis; D002243:Carbolines / Q000138:chemical synthesis; D002625:Chemistry, Organic; D004583:Electrons; D006358:Hot Temperature; D055601:Organic Chemistry Phenomena
D001688:Biological Products; D002227:Carbazoles; D002243:Carbolines; C054958:grossularine 2; C054952:grossularine 1