17207-91-9Relevant 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.
MANUFACTURING METHOD OF PHENANTHRIDINE COMPOUND
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Paragraph 0040; 0041, (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
Base-Promoted Aerobic Oxidation/Homolytic Aromatic Substitution Cascade toward the Synthesis of Phenanthridines
Maiti, Debabrata,Halder, Atreyee,De Sarkar, Suman
, p. 4941 - 4948 (2019/11/03)
The current protocol represents a transition metal-free synthesis of polysubstituted phenanthridines from abundant starting materials like benzhydrol and 2-iodoaniline derivatives. The reaction involves sequential oxidation of alcohol and direct condensation reaction with the amine resulting in a C?N bond formation followed by a radical C?C coupling in a cascade sequence. The used base potassium tert-butoxide plays a dual role in dehydrogenation and homolytic aromatic substitution reaction. Using this methodology, twenty substituted phenanthridine derivatives were synthesized with up to 85% isolated yield. (Figure presented.).
Assembly of substituted phenanthridines via a cascade palladium-catalyzed coupling reaction, deprotection and intramolecular cyclization
Ge, Jun,Wang, Xiaojian,Liu, Tianqi,Shi, Zeyu,Xiao, Qiong,Yin, Dali
, p. 19571 - 19575 (2016/03/01)
The discovery and development of a general method for the one-pot synthesis of substituted phenanthridines is presented. In the presence of Pd(PPh3)4, accessible precursors undergo a Suzuki cross-coupling reaction with 2-(Boc-amino)benzeneboronic acid pinacol ester and then spontaneously undergo deprotection and intramolecular condensation to form the corresponding phenanthridines in one step. This reaction has a wide range of substrates with various functional groups, and the corresponding products have been obtained in good yields.
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.
PhI(OAc)2-BF3-OEt2mediated domino imine activation, intramolecular C-C bond formation and β-elimination: New approach for the synthesis of fluorenones, xanthones and phenanthridines
Sarkar, Satinath,Tadigoppula, Narender
, p. 40964 - 40968 (2015/02/05)
PhI(OAc)2-BF3-OEt2mediated domino synthesis of biologically important fluorenones, xanthones and phenanthridines has been developed. The reaction proceeds through imine activation, intramolecular C-C bond formation and β-elimination. This journal is
Palladium-catalyzed intramolecular C-H activation/C-C bond formation: A straightforward synthesis of phenanthridines
Peng, Jinsong,Chen, Tonghui,Chen, Chunxia,Li, Bin
experimental part, p. 9507 - 9513 (2011/12/22)
The palladium-catalyzed intramolecular C-H activation/C-C cross-coupling has been developed for a straightforward and efficient synthesis of phenanthridines. With Pd(OAc)2 (4 mol %) as the catalyst, PCy 3 (8 mol %) as the ligand, and
Application of Semmler-Wolff Reaction for the Synthesis of 2-Aminobiphenyls
Sivasubramanian, S.,Muthusubramanian, S.,Ramasamy, S.,Arumugam, N
, p. 552 - 554 (2007/10/02)
Semmler-Wolff reaction of 1-hydroxyimino-2-aryl-2-cyclohexenes (I) yields the corresponding 2-aminobiphenyls (II) in 40-55percent yield.The 2-aminobiphenyls have been fully characterized through spectral data.Further confirmation of the structures of 2-aminobiphenyls is obtained by their conversion to the corresponding phenanthridine derivatives (IV).
