127563-58-0Relevant academic research and scientific papers
Catalyst-free synthesis of phenanthridinesviaelectrochemical coupling of 2-isocyanobiphenyls and amines
Malviya, Bhanwar Kumar,Singh, Karandeep,Jaiswal, Pradeep K.,Karnatak, Manvika,Verma, Ved Prakash,Badsara, Satpal Singh,Sharma, Siddharth
, p. 6367 - 6378 (2021/04/16)
Catalyst free synthesis of 6-aryl phenanthridines and amides through an electrochemical reaction is reported in this study. The coupling reaction proceeds by the cathodic reduction ofin situformed diazonium ions, which are formed from anilines and an alkyl nitrite. The generated aryl radical diazonium ions coupled from isocyanides furnished the desired products in good yields. This cascade reaction was conducted in an undivided cell equipped with an RVC as the anode and Pt as the cathode usingnBu4NBF4as the electrolyte at room temperature. A series of detailed mechanistic studies have also been performed, including a radical clock experiment and cyclic voltammetry analysis.
Preparation of phenanthridines from N-(o-arylbenzyl)trifluoromethanesulfonamides with 1,3-diiodo-5,5-dimethylhydantoin
Yanai, Kei,Togo, Hideo
, (2020/10/07)
Treatment of N-(o-arylbenzyl)trifluoromethanesulfonamides with 1,3-diiodo-5,5-dimethylhydantoin in 1,2-dichloroethane under irradiation with a tungsten lamp, followed by the reaction with tBuOK gave the corresponding 6-arylphenanthridines and 6-unsubstituted phenanthridines in good to moderate yields, respectively. The reaction proceeds through an oxidative cyclization onto the aromatic ring by sulfonamidyl radicals formed from the N-iodosulfonamides. The present reaction is a one-pot method for the preparation of both 6-arylphenanthridines and 6-unsubstituted phenanthridines from N-(o-arylbenzyl)trifluoromethanesulfonamides under transition-metal-free conditions.
Rapid synthesis of polysubstituted phenanthridines from simple aliphatic/aromatic nitriles and iodo arenes: Via Pd(ii) catalyzed domino C-C/C-C/C-N bond formation
Jaiswal, Yogesh,Kumar, Yogesh,Pal, Jagannath,Subramanian, Ranga,Kumar, Amit
supporting information, p. 7207 - 7210 (2018/07/03)
An efficient and straightforward method has been developed for the synthesis of polysubstituted phenanthridines from simple aryl iodides and alkyl/aryl nitriles via the palladium-catalyzed nucleophilic addition of aryl iodides to nitriles followed by casc
Preparation of Phenanthridines from o-Cyanobiaryls via Addition of Organic Lithiums to Nitriles and Imino Radical Cyclization with Iodine
Kishi, Atsushi,Moriyama, Katsuhiko,Togo, Hideo
, p. 11080 - 11088 (2018/09/12)
Simple treatment of 2-cyanobiaryls with methyllithium, ethylmagnesium bromide, butyllithium, phenyllithium, p-methylphenyllithium, etc., followed by the reaction with water and then with molecular iodine at 60 °C provided efficiently 6-methyl-, 6-ethyl-, 6-butyl-, 6-phenyl, 6-(p-methylphenyl)phenanthridines, etc., in good yields, respectively. Here, imines formed through the addition of carbanion onto the nitriles reacted with molecular iodine to form N-iodoimines smoothly, and their warming treatment induced the formation of imino radicals that smoothly cyclized onto the aryl group to give 6-alkyl- and 6-arylphenanthridines.
Synthesis method of 6-phenylphenanthridine compound
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Paragraph 0083-0085, (2018/08/03)
The invention discloses a synthesis method of a 6-phenylphenanthridine compound. The synthesis method comprises the following steps of using a benzoic acid compound and 2-isocyanobiphenyl as reactionraw materials, adding a catalyst, a ligand, an oxidant a
NEW ORGANIC ELECTROLUMINESCENT COMPOUNDS AND ORGANIC ELECTROLUMINESCENT DEVICE COMPRISING THE SAME
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, (2016/10/08)
The present invention relates to an organic compound represented by Chemical Formula 1 and an organic electroluminescent device comprising the same: [Chemical Formula 1]. The organic luminescent compound is a material of a luminescent layer, a hole injection layer, a hole transport layer, an electron injection layer, an electron transport layer, an electron blocking layer and a hole blocking layer and can be applied to an organic electroluminescent device, wherein the luminescent efficiency and the lifespan of the organic electroluminescent device can be improved.COPYRIGHT KIPO 2015
Preparation of Substituted Phenanthridines from the Coupling of Aryldiazonium Salts with Nitriles: A Metal Free Approach
Ramanathan, Mani,Liu, Shiuh-Tzung
supporting information, p. 5329 - 5336 (2015/05/27)
A transition metal free approach for the synthesis of substituted phenanthridines from the coupling reaction of aryldiazonium tetrafluoroborates with nitriles has been developed. This operationally simple protocol proceeds through a substitution of aryldiazonium with nitriles followed by an intramolecular arylation to provide the corresponding phenanthridines in moderate to excellent yields. (Chemical Equation Presented).
Metal-free radical oxidative decarboxylation/cyclization of acyl peroxides and 2-isocyanobiphenyls
Pan, Changduo,Zhang, Honglin,Han, Jie,Cheng, Yixiang,Zhu, Chengjian
supporting information, p. 3786 - 3788 (2015/03/30)
A metal-free radical oxidative decarboxylation/cyclization of acyl peroxides and 2-isocyanobiphenyls was achieved, leading to 6-aryl phenanthridines as well as 6-alkyl phenanthridines in moderate to good yields. The procedure featured simple conditions and was metal-free and base free. It represents a practical approach to access 6-aryl/alkyl phenanthridines.
Synthesis of phenanthridine derivatives via cascade annulation of diaryliodonium salts and nitriles
Li, Jian,Wang, Hongni,Sun, Jiangtao,Yang, Yang,Liu, Li
, p. 7904 - 7908 (2014/12/12)
A cascade coupling reaction toward a variety of phenanthridine derivatives has been developed. This cascade transformation proceeds via the copper-catalyzed coupling reaction of diaryliodonium salts and nitriles, and undergoes cyclization into the phenanthridine core.
Synthesis of 6-substituted phenanthridines by metal-free, visible-light induced aerobic oxidative cyclization of 2-isocyanobiphenyls with hydrazines
Xiao, Tiebo,Li, Linyong,Lin, Guoliang,Wang, Qile,Zhang, Ping,Mao, Zong-Wan,Zhou, Lei
supporting information, p. 2418 - 2421 (2014/05/06)
Irradiation of hydrazines with visible-light in the presence of organic dye eosin B generates various types of functional radicals, which are trapped by 2-isocyanobiphenyls to give 6-substituted phenanthridines. the Partner Organisations 2014.
