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Review Article

Mini-review on the novel synthesis and potential applications of carbazole and its derivatives

, , & ORCID Icon
Pages 90-105 | Received 30 Jan 2023, Accepted 19 Mar 2023, Published online: 29 Mar 2023

Figures & data

Figure 1. Aryl hydrazine by co-thermal reaction with naphthol in the presence of sodium bisulfite and cyclized under acidic conditions to produce tetrahydrocarbazole and catalytically dehydrogenated to produce carbazole.

Figure 1. Aryl hydrazine by co-thermal reaction with naphthol in the presence of sodium bisulfite and cyclized under acidic conditions to produce tetrahydrocarbazole and catalytically dehydrogenated to produce carbazole.

Figure 2. Oxidative dehydrogenation of 2-aminobiphenyl or deamination of 2,2’-diaminobipheny for the preparation of carbazole.

Figure 2. Oxidative dehydrogenation of 2-aminobiphenyl or deamination of 2,2’-diaminobipheny for the preparation of carbazole.

Figure 3. (a) Suzuki-Miyaura coupling reaction to synthesize biphenyl intermediates with different substituents and (b) cyclization using different nitrogen-containing groups and catalysts.

Figure 3. (a) Suzuki-Miyaura coupling reaction to synthesize biphenyl intermediates with different substituents and (b) cyclization using different nitrogen-containing groups and catalysts.

Figure 4. Synthesis of carbazoles and carbazole derivatives using disubstituted nitrobiphenyls in presence of MoO2Cl2(dmf)2 and PPh3.

Figure 4. Synthesis of carbazoles and carbazole derivatives using disubstituted nitrobiphenyls in presence of MoO2Cl2(dmf)2 and PPh3.

Figure 5. Siamenol synthesized process by cyclization of PPh3/dichlorobenzene system using nitrobiphenyl as the key intermediate.

Figure 5. Siamenol synthesized process by cyclization of PPh3/dichlorobenzene system using nitrobiphenyl as the key intermediate.

Figure 6. Carbazole synthesis in the presence of P(OEt)3 or PPh3 with a microwave power.

Figure 6. Carbazole synthesis in the presence of P(OEt)3 or PPh3 with a microwave power.

Figure 7. Carbazole synthesis obtained by releasing nitrogen gas through heating.

Figure 7. Carbazole synthesis obtained by releasing nitrogen gas through heating.

Figure 8. Carbazole derivatives synthesis using azidobiphenyl under the conditions of Rh2(O2CC3F7)4.

Figure 8. Carbazole derivatives synthesis using azidobiphenyl under the conditions of Rh2(O2CC3F7)4.

Figure 9. Ruthenium complexes series preparation [e.g., RuCl2-(PPh3)3, RuCl2(DMSO)4, RuCl3, RuO2, (NH4)2RuCl6] for the C-H amination reactions of organic azide compounds.

Figure 9. Ruthenium complexes series preparation [e.g., RuCl2-(PPh3)3, RuCl2(DMSO)4, RuCl3, RuO2, (NH4)2RuCl6] for the C-H amination reactions of organic azide compounds.

Figure 10. Aryl substitution on the aryl ring opposite to the azide group.

Figure 10. Aryl substitution on the aryl ring opposite to the azide group.

Figure 11. Direct synthesis of carbazoles from N-substituted aminophenylboronic ethers and o-dihalogenated benzenes.

Figure 11. Direct synthesis of carbazoles from N-substituted aminophenylboronic ethers and o-dihalogenated benzenes.

Figure 12. Synthesis of carbazoles using 2,3-dimethyl-4-methoxyacetanilide and benzene.

Figure 12. Synthesis of carbazoles using 2,3-dimethyl-4-methoxyacetanilide and benzene.

Figure 13. Generation of by-products when the biphenyl intermediates with different substituents.

Figure 13. Generation of by-products when the biphenyl intermediates with different substituents.

Figure 14. Dihalogen-substituted biphenyls and primary amines as raw materials for the total synthesis of (±)-Murrayazoline.

Figure 14. Dihalogen-substituted biphenyls and primary amines as raw materials for the total synthesis of (±)-Murrayazoline.

Figure 15. Monomers 1–19 to prepare microporous organic polymers.

Figure 15. Monomers 1–19 to prepare microporous organic polymers.

Figure 16. Reaction A-J used to prepare microporous organic polymers.

Figure 16. Reaction A-J used to prepare microporous organic polymers.