98351-80-5Relevant academic research and scientific papers
Metal-free photocatalyzed cross coupling of aryl (heteroaryl) bromides with isonitriles
Li, Xiangguang,Liang, Deqiang,Huang, Wenzhong,Sun, Huanli,Wang, Lvsu,Ren, Mengran,Wang, Baoling,Ma, Yinhai
, p. 7094 - 7099 (2017)
A visible-light-catalyzed synthesis of 6-aryl substituted phenanthridines from aryl bromides and 2-isocyanobiphenyls at room temperature has been discovered. This metal-free cross-coupling reaction offers rapid and sustainable access to a series of struct
Synthesis of phenanthridines through iodine-supported intramolecular C-H amination and oxidation under visible light
Chen, Xuenian,Ma, Yan-Na,Gao, Yan,Jing, Yi,Li, Lixin,Zhang, Jie
, p. 12187 - 12198 (2020/11/10)
Herein, we report a metal-free and step-economic synthesis of phenanthridines from 2-biarylmethanamines under mild conditions. The reaction involves iodine-supported intramolecular C-H amination and oxidation of 5,6-dihydrophenanthridine under air and benign visible light. The mechanism study reveals that visible light plays a key role in both these steps.
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.
Synthesis of phenanthridines by I2-mediated sp3C-H amination
Chang, Junbiao,Fang, Benyao,Hou, Jiao,Tian, Jinyue,Yu, Wenquan
, p. 3312 - 3323 (2020/05/14)
An I2-mediated synthesis of phenanthridinesviaintramolecular sp3C-H amination of readily accessible aniline precursors is reported. The present synthetic process is straightforward and applicable to a broad variety of unprotected ani
6-Arylphenanthridines from Aryl o-Biaryl Ketones with 1,1,1,3,3,3-Hexamethyldisilazane and Molecular Iodine
Kobayashi, Eiji,Kishi, Atsushi,Togo, Hideo
, p. 7335 - 7347 (2019/11/22)
Warming treatment of aryl o-biaryl ketones with 1,1,1,3,3,3-hexamethyldisilazane in the presence of Sc(OTf)3 in toluene, followed by the reaction with molecular iodine and K2CO3 in a mixture of THF and methanol at 60 °C gave the corresponding 6-arylphenanthridines in good to moderate yields. The present reaction is a one-pot method for the preparation of 6-arylphenanthridines from aryl o-biaryl ketones through the cyclization of imino-nitrogen-centered radicals that were generated from N-iodo aryl o-biaryl ketimines formed from the reaction of aryl biaryl ketimines with molecular iodine.
MANUFACTURING METHOD OF PHENANTHRIDINE COMPOUND
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Paragraph 0046; 0047, (2020/01/23)
PROBLEM TO BE SOLVED: To provide a manufacturing method of a phenanthridine compound enhancing manufacturing easiness and reducing manufacturing cost. SOLUTION: There is provided a manufacturing method for mixing an imine compound of the following formula and an iodination agent. R1 is an aliphatic group or an aromatic group, R2 to R9 are H, a halogen atom, a linear or branched alkyl group with 1 to 12 carbon atoms, which may be substituted, an aromatic group which may be substituted, or the like, and may form aromatic or non-aromatic ring by binding each other. SELECTED DRAWING: None COPYRIGHT: (C)2020,JPOandINPIT
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 0073-0075, (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
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
Pd/Fe3O4 supported on nitrogen-doped reduced graphene oxide for room-temperature isocyanide insertion reactions
Singh, Karandeep,Singh, Ajay K.,Singh, Devendra,Singh, Rakhi,Sharma, Siddharth
, p. 3723 - 3726 (2016/06/14)
A versatile Pd/Fe3O4 supported on N-doped reduced graphene oxide (N-rGO) catalyst was developed to carry out the synthesis of quinazolinones and phenanthridines under extremely mild conditions through isocyanide insertion cascades. T
