201-67-2Relevant articles and documents
An Oxidant- And Catalyst-Free Synthesis of Dibenzo[ a, c ]carbazoles via UV Light Irradiation of 2,3-Diphenyl-1 H -indoles
Kang, Yang,Hou, Rong,Min, Xiaoyan,Wang, Tao,Liang, Yong,Zhang, Zunting
, p. 1621 - 1632 (2021/12/13)
An efficient methodology for the synthesis of dibenzo[a,c]- carbazoles via annulation of 2,3-diphenyl-1H-indoles in EtOH under UV light irradiation (λO = 365 nm) along with hydrogen evolution is described. This method exhibits the advantages of mild reaction conditions, no requirement of any oxidants and catalysts, and release of hydrogen as the only byproduct. Notably, the mechanism investigation confirms that the trans-4b,8a-dihydro-9H-dibenzo[a,c]carbazole intermediate could convert into cis-4b,8a-dihydro-9H-dibenzo[a,c]carbazole, which relies on the nitrogen atom of the indole ring. This is followed by intramolecular dehydrogenation which yields the dibenzo[a,c]carbazoles. 2021. Thieme. All rights reserved.
Rhodium-Catalyzed Annulation of N-Acetoxyacetanilide with Substituted Alkynes: Conversion of Nitroarenes to Substituted Indoles
Ghorai, Jayanta,Ramachandran, Kuppan,Anbarasan, Pazhamalai
, p. 14812 - 14825 (2021/10/25)
A general and efficient rhodium-catalyzed redox-neutral annulation of N-acetoxyacetanilides, readily accessible from nitroarenes, with alkynes has been accomplished for the synthesis of substituted indole derivatives. A wide range of substituted 2,3-diarylindoles were achieved from various substituted N-acetoxyacetanilides and symmetrical/unsymmetrical alkynes in good to excellent yields. The developed method was successfully integrated with the synthesis of N-acetoxyacetanilides for the efficient one-pot synthesis of indoles from nitroarenes. The important features are the introduction of N-acetoxyacetamide as a new directing group, redox-neutral annulation, an additive-free approach, wide functional group tolerance, an intramolecular version, and a one-pot reaction of nitroarenes. The method was further extended to the synthesis of potent higher analogues of indole, viz., pyrrolo[3,2-f]indoles and dibenzo[a,c]carbazoles. In addition, a plausible mechanism was proposed based on the isolation and stoichiometric study of a potential aryl-Rh intermediate.
Visible-light-driven Cadogan reaction
Qu, Zhonghua,Wang, Pu,Chen, Xing,Deng, Guo-Jun,Huang, Huawen
supporting information, p. 2582 - 2586 (2021/03/09)
Visible-light-driven photochemical Cadogan-type cyclization has been discovered. The organic D-A type photosensitizer 4CzIPN found to be an efficient mediator to transfer energy from photons to the transient intermediate that breaks the barriers of deoxygenation in Cadogan reaction and enables a mild metal-free access to carbazoles and related heterocycles. DFT calculation results indicate mildly endergonic formation of the intermediate complex of nitrobiarenes and PPh3, which corresponds with experimental findings regarding reaction temperature. The robust synthetic capacity of the photoredox Cadogan reaction systems has been demonstrated by the viable productivity of a broad range of carbazoles and related N-heterocycles with good tolerance of various functionalities.
COMPOUND FOR ORGANIC ELECTRONIC ELEMENT, ORGANIC ELECTRONIC ELEMENT USING THE SAME, AND A ELECTRONIC DEVICE THEREOF
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Paragraph 0134; 0140-0147, (2020/05/30)
The present invention relates to a novel compound, an organic electric element using the same, and an electronic device thereof. According to the present invention, a luminous efficiency, a color purity and a lifespan of the element can be improved and a driving voltage can be lowered. The organic electric element comprises: an anode; a cathode; and an organic material layer formed between the anode and the cathode.
Et3SiH + KO: T Bu provide multiple reactive intermediates that compete in the reactions and rearrangements of benzylnitriles and indolenines
Arokianathar, Jude N.,Clark, Kenneth F.,Dimitrova, Daniela,Leach, Stuart G.,Murphy, John A.,Poole, Darren L.,Smith, Andrew J.
, p. 12364 - 12370 (2020/12/08)
The combination of potassium tert-butoxide and triethylsilane is unusual because it generates multiple different types of reactive intermediates simultaneously that provide access to (i) silyl radical reactions, (ii) hydrogen atom transfer reactions to cl
Organic compound containing phenanthrcarbazole and pyridine and application of organic compound
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Paragraph 0162; 0163; 0165, (2019/03/24)
The invention relates to an organic compound containing phenanthrcarbazole and pyridine and an application of the organic compound, in particular to the application of organic electroluminescent diodes. The organic compound has the structural formula shown in structural formula (1), which is as shown in the specification. The organic compound can be used as a host material or a co-host material ofa phosphorescent OLED, especially a red OLED, through matching with a suitable object, especially a phosphorescent object or a TADF luminophor, the luminous efficiency and the service life of the organic compound as an electroluminescent device can be improved, and a solution for manufacturing a light emitting device with low cost, high efficiency, long service life and low roll-off is provided.In addition, a co-host is formed by matching with another host with hole transport property or bipolar property, and thus the electroluminescent efficiency and the service life of the device are improved.
Cascade π-Extended Decarboxylative Annulation Involving Cyclic Diaryliodonium Salts: Site-Selective Synthesis of Phenanthridines and Benzocarbazoles via a Traceless Directing Group Strategy
Ye, Zenghui,Li, Yong,Xu, Kai,Chen, Na,Zhang, Fengzhi
supporting information, p. 9869 - 9873 (2019/12/24)
A novel cascade π-extended decarboxylative annulation (PEDA) involved with cyclic diaryliodonium salts is described. Via fine-tuning of the reaction conditions, the Pd(II)-catalyzed site-selective N1/C2 or C2/C3 annulation of commercially available indole
Rhodium-Catalyzed Selective Oxidative (Spiro)annulation of 2-Arylindoles by Using Benzoquinone as a C2 or C1 Synthon
Guo, Shenghai,Liu, Yangfan,Zhao, Lu,Zhang, Xinying,Fan, Xuesen
supporting information, p. 6437 - 6441 (2019/08/26)
Rhodium-catalyzed substrate-tunable oxidative annulation and spiroannulation reactions of 2-arylindoles with benzoquinone leading to 9H-dibenzo[a,c]carbazol-3-ols and new spirocyclic products are reported. Intriguingly, with 2-aryl-substituted indoles, be
carbazole compound and organic light emitting element comprising the same
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Paragraph 0073-0076, (2018/07/28)
The present invention relates to a carbazole compound, and to an organic light-emitting element comprising the carbazole compound on at least one organic layer to exhibit excellent efficiency properties.COPYRIGHT KIPO 2018
Gold-catalyzed Bicyclization of Diaryl Alkynes: Synthesis of Polycyclic Fused Indole and Spirooxindole Derivatives
Cai, Ju,Wu, Bing,Rong, Guangwei,Zhang, Cheng,Qiu, Lihua,Xu, Xinfang
supporting information, p. 2733 - 2736 (2018/05/22)
An unprecedented gold-catalyzed bicyclization reaction of diaryl alkynes has been developed for the synthesis of indoles in good to high yields. Mechanistically, this alkyne bifunctionalization transformation was terminated by a stepwise formal X-H insert