Synthesis of Indole Rings Fused Quinacridones.
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5, 15-Dialky1-5, 8, 15, 18-tetrahydroindolo[3, 2-a]indolo[3', 2' 5, 6]quino[3, 2-i]acridine-10, 20diones[ 6 ] were synthesized from 9-alkyl-3-aminocarbazoles [1] and diethyl 2, 5-dioxo-1, 4cyclohexanedicarboxylate[2] in three steps. The structure of [6 ]was confirmed by 400 MHz 1H-shift-correlated 2-D NMR spectra in DMSO-d 6 and so on. Visible spectra of [6] in DMF showed bathochromic shift (40 nm) compared with that of quinacridone. Furthermore, N-alkylation of [6] with alkyl halides in the presence of a phase transfer catalyst gave 5, 8, 15, 18-tetraalkyl-5, 8, 15, 18-tetrahydroindolo[3, 2-a]indolo[3', 2': 5, 6]quino[3, 2-i]acridine10, 20-diones [7] The compounds [7] having long alkyl groups were easily soluble in organic solvents.
- 公益社団法人 日本化学会の論文
公益社団法人 日本化学会 | 論文
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