860031-56-7Relevant academic research and scientific papers
Method for preparing benzimidazolone by electro-catalysis
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Paragraph 0038-0042; 0063-0067, (2021/07/31)
The invention discloses a method for preparing benzimidazolone through electro-catalysis. The method comprises the following steps: dissolving trisubstituted phenyl urea in a three-necked flask filledwith an organic solvent, inserting a Pt electrode as a
Catalyst-Free Electrosynthesis of Benzimidazolones through Intramolecular Oxidative C?N Coupling
Li, Jiang-Sheng,Yang, Pan-Pan,Xie, Xin-Yun,Jiang, Si,Tao, Li,Li, Zhi-Wei,Lu, Cui-Hong,Liu, Wei-Dong
, p. 1977 - 1981 (2020/04/20)
The electrochemical synthesis of N, N’-disubstituted benzimidazolones from ureas through an intramolecular anodic dehydrogenative N?H/C?H coupling has been developed. The reaction undergoes under the undivided electrolysis conditions and obviates the need for any catalysts and chemical oxidants. (Figure presented.).
I2-Mediated transition-metal-free aromatic C-H amination for the synthesis of benzimidazol-2-ones and related heterocycles
Meng, Yinggao,Wang, Bingnan,Ren, Linning,Zhao, Qiongli,Yu, Wenquan,Chang, Junbiao
, p. 13790 - 13796 (2018/08/21)
A practical iodine-mediated direct aromatic C-H amination reaction has been established for benzimidazol-2-one synthesis under transition-metal-free conditions. The required 1,3-diarylurea substrates are readily accessible by the addition of N-substituted arylamines to the corresponding isocyanates. This versatile and operationally simple synthetic process is broadly applicable to a wide range of 1,3-diarylureas and provides facile access to benzimidazol-2-ones and related heterocycles. Moreover, the present C-H amination reaction can also be performed directly from disubstituted amines and isocyanates without the purification of the urea intermediates in a scalable fashion.
Pd(II)/Ag(I)-Promoted One-Pot Synthesis of Cyclic Ureas from (Hetero)Aromatic Amines and Isocyanates
Youn, So Won,Kim, Yi Hyun
, p. 6140 - 6143 (2016/12/09)
A simple and facile one-pot reaction has been developed to afford a diverse range of N,N′-disubstituted benzimidazolones and imidazopyridinones containing two differently substituted N atoms. A cooperative Pd(II)/Ag(I) system promotes the sequential addition/intramolecular C-H amidation reaction of (hetero)aromatic amines and isocyanates, leading to the formation of two C-N bonds. A mechanism involving radical intermediates generated by single-electron transfer (SET) in the presence of a Ag2CO3 oxidant and Pd(OAc)2 Lewis acid is proposed. This protocol offers an operationally easy, simple, and robust approach with the use of readily available starting materials, good functional group tolerance, and high efficiency.
Metal-Free Oxidative C-H Amidation of N,N′-Diarylureas with PhI(OAc)2: Synthesis of Benzimidazol-2-one Derivatives
Yu, Jipan,Gao, Chang,Song, Zhixuan,Yang, Haijun,Fu, Hua
, p. 5869 - 5875 (2015/09/15)
Benzimidazol-2-ones have various biological functions and are usually prepared by reactions of substituted benzene-1,2-diamines with carbonyl-containing compounds or intramolecular N-arylations using substrates with carbon-halogen bonds. However, the star
Benzimidazolones and indoles as non-thiol farnesyltransferase inhibitors based on tipifarnib scaffold: Synthesis and activity
Li, Qun,Li, Tongmei,Woods, Keith W.,Gu, Wen-Zhen,Cohen, Jerry,Stoll, Vincent S.,Galicia, Tomas,Hutchins, Charles,Frost, David,Rosenberg, Saul H.,Sham, Hing L.
, p. 2918 - 2922 (2007/10/03)
A series of analogs of tipifarnib (1) has been synthesized as inhibitors of FTase by substituting the benzimidazolones and indoles for the 2-quinolone of tipifarnib. The novel benzimidazolones are potent and selective FTase inhibitors (FTIs) with IC50 values of the best compounds close to that of tipifarnib. The current series demonstrate good cellular activity as measured in their inhibiting the Ras processing in NIH-3T3 cells, with compounds 2c and 2f displaying EC50 values of 18 and 22 nM, respectively.
