1980 年 100 巻 5 号 p. 571-573
The reaction of isoquinoline with diketene in benzene at reflux affords 13, 13a-dihydro-11-methyl-8H, 9H-8, 9-dioxobenzo [α] pyrano [3, 2-α] quinolizine (2a) in a 40% yield. When the reaction is carried out at room temperature, compound 2a and 13, 13a-dihydro-9-methyl-8H, 11H-8, 11-dioxobenzo [α] pyrano [3, 2-g] quinolizine (3) are obtained in 3% and 30% yields, respectively. Compound 3 is oxidized with 2, 3-dichloro-5, 6-dicyano-1, 4-benzoquinone (DDQ) to give 9-methyl-8H, 11H-8, 11-dioxobenzo [α] pyrano [3, 2-g] quinolizine (4) in an 85% yield.