Total syntheses of telisatin A, telisatin B and lettowianthine.
Treatment of 1-(2-bromoarylmethyl)-3,4-dihydroisoquinolines with oxalyl chloride and triethylamine gave 1-(2-bromophenyl)-5,6-dihydropyrrolo[2,1-a]isoquinoline-2,3-dione derivatives, for example, 1-(2-bromophenyl)-5,6-dihydro-8,9-dimethoxypyrrolo[2,1-a]isoquinoline-2,3-dione. Radical cyclisation of these derivatives with tributyltin hydride and 1,1-azobis(cyclohexanecarbonitrile) afforded telisatin A, telisatin B and lettowianthine.
Nimgirawath
Surachai
S
Department of Chemistry, Faculty of Science, Silpakorn University; Nakorn Pathom 73000, Thailand. surachai@su.ac.th
Udomputtimekakul
Phansuang
P
D001060:Aporphines / Q000138:chemical synthesis*; D003500:Cyclization; D007546:Isoquinolines / Q000737:chemistry
D001060:Aporphines; D007546:Isoquinolines; C412066:lettowianthine; C541085:telisatin A; C541084:telisatin B