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• 603-76-9 1-methylindole 
• 5153-67-3 nitrostyrene 
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Relevant academic research and scientific papers

Indole-to-Carbazole Strategy for the Synthesis of Substituted Carbazoles under Metal-Free Conditions

An efficient indole-to-carbazole strategy has been developed under metal-free conditions. This carbazole formation was highly promoted by NH4I with high regioselectivity through formal [2 + 2 + 2] annulation of indoles, ketones, and nitroolefins. It thus conveniently enabled the assembly of a large number of diversified carbazole products with good tolerance of a broad range of functional groups.

Polysubstituted carbazole, derivative and synthesis method thereof

The invention discloses polysubstituted carbazole, a derivative and a synthesis method thereof. The technical scheme includes that under inert gas shielding, three simple components including indole, alkene, and ketone (aldehyde) are adopted for selective synthesis of the polysubstituted carbazole and the derivative for the first time by adoption of ammonium iodide as a catalyst for the first time and adoption of acetonitrile, dichloroethane, tetrahydrofuran, N,N-dimethyl acetyl, benzene, chlorobenzene, orthodichlorobenzene, cyclohexane, 1,4-dioxane, anisole, benzonitrile, dimethylbenzene, trifluorotoluene, methylbenzene, trimethylbenzene and the like as organic solvents. The defect that an existing synthesis method is complex in synthesis steps and requires multi-step synthesis, tradition metal catalysts, chemical equivalent metal oxidizing agents and the like is overcome. The polysubstituted carbazole, the derivative and the synthesis method are widely applicable to various fields of photoelectricity, printing and dyeing, medicines, molecular recognition and the like and is especially suitable for research and development of metal-catalysis-free multi-component one-pot selective synthesis of polysubstituted carbazole compounds.

Synthesis and biological evaluation of new penta- and heptacyclic indolo- and quinolinocarbazole ring systems obtained via Pd0 catalysed reductive N-heteroannulation

A short route, involving a tetramolecular condensation reaction and a Pd/C catalyst-H2-mediated reductive N-heteroannulation as the key-steps, has been found for the synthesis of some new penta- and heptacyclic indolo- (12), quinolino- (13) and indoloquinolinocarbazole (11) derivatives. HF-DFT (B3LYP) energy profiles and NMR calculations were carried out to help in the understanding of the experimental results. N-Alkylated indoloquinolinocarbazoles (16b, 17a, 17b and 18) were prepared and screened essentially toward some cancer-(G-quadruplex, DNA, topoisomerase I) and CNS-related (kinases) targets. Biological results evidenced 13 as a potent CDK-5 and GSK-3β kinases inhibitor, while di- or triaminopropyl-substituted indoloquinolinocarbazoles 17b or 18 targeted rather DNA-duplex or telomeric G-quadruplex structures, respectively.