苯并[a]咔唑
化合物
苯并[a]咔唑是一种稠杂环有机物，化学式为C16H11N。有多种方法可以合成该化合物[2]，例如，它可由N-(2-溴苯基)-1-萘胺和叔丁醇钾在液氨中光照反应制得；[3]2-(1-萘氨基)苯甲酸在乙酸钯、邻菲啰啉和碳酸银催化下于1,4-二氧六环中脱羧关环，也能得到该化合物。[4]它和NBS反应，可以得到5-溴苯并[a]咔唑。[5]
| 苯并[a]咔唑 | |
|---|---|
carbazole.svg)
| |
| 别名 | 11H-苯并[a]咔唑 |
| 识别 | |
| CAS号 | 239-01-0 
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| SMILES |
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| 性质 | |
| 化学式 | C16H11N |
| 摩尔质量 | 217.27 g·mol−1 |
| 外观 | 白色固体[1] |
| 熔点 | 230-231 °C[1] |
| 若非注明，所有数据均出自标准状态（25 ℃，100 kPa）下。 | |
参考文献
编辑- ^ 1.0 1.1 Indium-Catalyzed Annulation of 2-Aryl- and 2-Heteroarylindoles with Propargyl Ethers: Concise Synthesis and Photophysical Properties of Diverse Aryl- and Heteroaryl-Annulated[a]carbazoles. J. Am. Chem. Soc. 2008. doi:10.1021/ja803954e
- ^ Wu, F., Huang, W., Yiliqi, Yang, J., & Gu, Y. (2018). Relay Catalysis of Bismuth Trichloride and Byproduct Hydrogen Bromide Enables the Synthesis of Carbazole and Benzo[α]carbazoles from Indoles and α-Bromoacetaldehyde Acetals. Advanced Synthesis & Catalysis. doi:10.1002/adsc.201800669. Supporting Information.
- ^ J. Org. Chem. 2009, 74, 12, 4490–4498. doi:10.1021/jo9006249
- ^ Pd-Catalyzed Decarboxylative Cross-Coupling of N-Aryl Anthranilic Acids to Access Carbazoles: Gram Scale Total Synthesis of Anti- Cancer Drug Ellipticine. Asian Journal of Organic Chemistry. 2023. doi:10.1002/ajoc.202300429.
- ^ Shin, Chang Hwan; Kim, Gong Gyeom; Heo, Jeong O; Chun, Min Seung; Kim, Dong Heon. Heterocyclic compounds as organic light-emitting device materials. 2015. KR2015027720.