Chemistry Heterocyclic Building Blocks Carbazole Series
Carbazole is an organic compound with an aromatic heterocyclic structure comprising of a five-membered nitrogen-containing ring fused between two six-membered benzene rings. Its structure is tricyclic in nature.
The structure of the carbazole is founded upon the indole structure, however, with the addition of a second benzene ring fused onto the five-membered ring at the 2–3 position of indole, equivalent to the 9a–4a double bond found in carbazole.
Compared to pyrroles and indoles, carbazoles exhibit much lower reactivity towards electrophilic halogenation, which explains the relatively limited occurrence of halogenated carbazoles in nature.
The carbazole framework is an essential and adaptable component that has demonstrated its value as a fundamental building block in the synthesis of various natural products and pharmaceuticals, which exhibit significant pharmaceutical properties. Furthermore, it plays a crucial role in creating innovative materials for a range of current applications, such as optical and thermoelectronic materials.
Carbazole is a nitrogen-containing polycyclic aromatic hydrocarbon composed of a five-membered ring fused with two six-membered benzene rings on each side. It has a considerable aromatic system and a central nitrogen atom that exhibits extensive electron delocalization.
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tert-Butyl 3,6-dibromo-9H-carbazole-9-carboxylate
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9-([1,1'-Biphenyl]-3-yl)-3-bromo-9H-carbazole
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2,8-Bis(9H-carbazol-9-yl)dibenzothiophene
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(4-(9-Phenyl-9H-carbazol-3-yl)phenyl)boronic acid
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9-(4-Bromophenyl)-3,6-di-tert-butyl-9H-carbazole
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