First total synthesis of the biologically active 2,7-dioxygenated tricyclic carbazole alkaloids 7-methoxy-O-methylmukonal, clausine H (clauszoline-C), clausine K (clauszoline-J) and clausine O.
Using the iron-mediated arylamine cyclization as the key step we have achieved a short and highly efficient access to the biologically active 2,7-dioxygenated tricyclic carbazole alkaloids 7-methoxy-O-methylmukonal, clausine H (clauszoline-C), clausine K (clauszoline-J) and clausine O.
Kataeva
Olga
O
Institut für Organische Chemie, Technische Universität Dresden, Bergstrasse 66, 01069 Dresden, Germany.
Krahl
Micha P
MP
Knölker
Hans-Joachim
HJ
D000470:Alkaloids / Q000138:chemical synthesis*; D002227:Carbazoles / Q000138:chemical synthesis*; D018360:Crystallography, X-Ray; D003500:Cyclization; D006575:Heterocyclic Compounds, 3-Ring / Q000138:chemical synthesis*; D007501:Iron / Q000737:chemistry; D008958:Models, Molecular; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000138:chemical synthesis / Q000737:chemistry*
C506701:7-methoxy-O-methylmukonal; D000470:Alkaloids; D002227:Carbazoles; D006575:Heterocyclic Compounds, 3-Ring; D009942:Organometallic Compounds; C506702:clausine H; C506703:clausine O; D007501:Iron