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Communication | Regular issue | Vol 6, No. 8, 1977, pp.1113-1118
Published online, 1st January, 1970
DOI: 10.3987/R-1977-08-1113
Photolysis of Amino-substituted 1,4-Naphthoquinones. A Novel Synthesis of Heterocyclic Quinones

Mitsuo Akiba,* Yoshiyuki Kosugi, Masao Okuyama, and Toyozo Takada

*School of Pharmacy, Tokyo University of Pharmacy and Life Science, 1432-1 Horinouchi, Hachioji, Tokyo 192-0392, Japan


Irradiation of the 2-amino-substituted 1,4-naphthoquinones (1c and 1d) having an active methylene group at the 3-position with high-pressure mercury lamp resulted in the formation of 11,11-bisethoxycarbonyl-1,2,5,10,11,11a-hexahydro-5,10-dioxo-3H-pyrrolo[1,2-a]benz[f]indole or 12,12-bisethoxycarbonyl-1,2,3,4,6,11,12,12a-octahydro-6,11-dioxopyrido[1,2-a]benz[f]indole (6) via the oxazoline (2).
The solvent effects were also examined.