55661-71-7Relevant academic research and scientific papers
Type I ‘Lighted Metal-free’ Photosensitizing Assemblies of Phenazine for Aerobic Oxidative Transformations
Kaur, Lovjot,Kaur, Harpreet,Kumar, Manoj,Bhalla, Vandana
supporting information, p. 4179 - 4186 (2021/11/23)
Highly photostable supramolecular photosensitizing ‘lighted metal-free’ assemblies of DPZ-Th have been developed which show strong absorption in the visible region and excellent electron transportation potential from donor to acceptor units. The as-prepar
Mixed crystalline phases and catalytic performance of OMS-2 based nanocomposites for one-pot synthesis of quinazolines with O2 as an oxidant
Yao, Nan,Bi, Xiuru,Zhang, Liping,Tao, Luyao,Zhao, Peiqing,Meng, Xu,Liu, Xiang
, (2021/03/03)
In this work, a series of sodium phosphotungstate modified manganese oxide octahedral molecular sieve (OMS-2) catalysts ([PW]-OMS-2) were developed, and their catalytic activities were investigated by one-pot synthesis of quinazolines from benzyl alcohol and 2-aminobenzylamine with O2 as green oxidant in dimethyl carbonate (DMC). TEM, XRD and EDS confirmed that sodium phosphotungstate decomposed into phosphotungstic acid and sodium tungstate in the doping process. Meanwhile, phosphotungstic acid attached and located at the surface of OMS-2 and W ions were successfully doped into the OMS-2 framework. For comparison, phosphotungstic acid/OMS-2 was prepared by simple wet impregnation method. The [PW]-OMS-2 is the most highly selective and effective over than phosphotungstic acid/OMS-2 and OMS-2 itself in the one-pot synthesis of quinazolines. It may be due to the synergetic effect of phosphotungstic acid and OMS-2, and successfully doping W into OMS-2 frameworks. Hence, this work provides a new environmentally-friendly and heterogeneous OMS-2 based nanocomposites and it may be put into practice to synthesize heterocyclic compounds.
Palladium(ii): N, N, O -pincer type complex-mediated dehydrogenative coupling of alcohols to quinazolines
Anandaraj, Pennamuthiriyan,Kumaradhas, Poomani,Ramesh, Rengan
, p. 16572 - 16580 (2021/10/01)
A new palladium(ii) N,N,O-pincer type complex-promoted one-pot cascade synthesis of quinazolines through the dehydrogenative coupling of easily available alcohols and 2-aminobenzylamine is reported. A distinct set of Pd(ii) complexes (1-2) was synthesized
"Metal-Free" Nanoassemblies of AIEE-ICT-Active Pyrazine Derivative: Efficient Photoredox System for the Synthesis of Benzimidazoles
Dadwal, Shruti,Kumar, Manoj,Bhalla, Vandana
, p. 13906 - 13919 (2020/11/20)
Supramolecular nanoassemblies of an AIEE-ICT-active pyrazine derivative (TETPY) having strong absorption in the visible region and excellent transportability have been utilized as an efficient photoredox catalytic system for the synthesis of a variety of benzimidazoles having electron-withdrawing/electron-releasing/aliphatic groups under "metal-free"conditions. The reaction protocol involves the successful harvesting of visible light by TETPY assemblies to catalyze the coupling of o-phenylenediamine/substituted diamines and substituted aromatic/heterocyclic/aliphatic aldehydes under aerial conditions using mixed aqueous media as the reaction solvent. TETPY assemblies could activate aerial oxygen to generate superoxide for completing the vital proton abstraction step without the need for any external metal/base/oxidant. Moreover, all the products are purified by recrystallization from organic solvents. The TETPY assemblies also exhibited high efficiency in catalyzing the synthesis of 2-substituted benzothiazoles and quinazolines in excellent yields.
Transcriptome analysis predicts mode of action of benzimidazole molecules against Staphylococcus aureus UAMS-1
Chauhan, Deepika,Hati, Santanu,Priyadarshini, Richa,Sen, Subhabrata
, p. 490 - 503 (2019/06/20)
Antimicrobial drug resistance is one of the most critical problems that plagued the human race in modern times. Discovery of novel antibiotics is important to counter this threat. Accordingly, herein we have reported the discovery of substituted benzimidazole class of molecules with antimicrobial property (specifically against Staphylococcus aureus). They were initially identified through a random screening and a novel catalytic synthetic strategy was utilized to access them. in vitro screening and phenotypic profiling revealed the antimicrobial nature. De novo transcriptome and gene analyses predicted the putative targets. This work provides a solid foundation for developing the benzimidazoles as a target specific antimicrobial preclinical candidate.
Application of laccase/DDQ as a new bioinspired catalyst system for the aerobic oxidation of tetrahydroquinazolines and Hantzsch 1,4-dihydropyridines
Shariati, Mastaneh,Imanzadeh, Gholamhassan,Rostami, Amin,Ghoreishy, Nadya,Kheirjou, Somayyeh
, p. 337 - 346 (2019/04/25)
Laccase/DDQ as a new bioinspired quinone-based cooperative catalytic system was used for the biomimetic aerobic oxidative synthesis of 2-substituted quinazolines and Hantzsch pyridines from the oxidative cyclocondensation of 2-aminobenzylamine and aldehyd
Synergistic catalysis on Fe-N: X sites and Fe nanoparticles for efficient synthesis of quinolines and quinazolinones via oxidative coupling of amines and aldehydes
Ma, Zhiming,Song, Tao,Yuan, Youzhu,Yang, Yong
, p. 10283 - 10289 (2019/11/20)
In this paper, we developed a reusable heterogeneous non-precious iron nanocomposite comprising metallic Fe-Fe3C nanoparticles and Fe-Nx sites on N-doped porous carbon, which allows for highly efficient synthesis of quinolines and quinazolinones via oxidative coupling of amines and aldehydes using H2O2 as the oxidant in aqueous solution under mild conditions. A set of quinazolines and quinazolinones were synthesized in high yields with a broad substrate scope and good tolerance of functional groups. Characterization and control experiments disclose that a synergistic effect between the metallic Fe nanoparticles and built-in Fe-Nx sites is primarily responsible for the outstanding catalytic performance. Furthermore, the iron nanocomposite could be readily recovered for successive use without appreciable loss in catalytic activity and selectivity. This work provides an expedient and sustainable method to access pharmaceutically relevant N-heterocycles.
B(C6F5)3-Catalyzed Deoxygenative Reduction of Amides to Amines with Ammonia Borane
Pan, Yixiao,Luo, Zhenli,Han, Jiahong,Xu, Xin,Chen, Changjun,Zhao, Haoqiang,Xu, Lijin,Fan, Qinghua,Xiao, Jianliang
supporting information, p. 2301 - 2308 (2019/01/30)
The first B(C6F5)3-catalyzed deoxygenative reduction of amides into the corresponding amines with readily accessible and stable ammonia borane (AB) as a reducing agent under mild reaction conditions is reported. This metal-free protocol provides facile access to a wide range of structurally diverse amine products in good to excellent yields, and various functional groups including those that are reduction-sensitive were well tolerated. This new method is also applicable to chiral amide substrates without erosion of the enantiomeric purity. The role of BF3 ? OEt2 co-catalyst in this reaction is to activate the amide carbonyl group via the in situ formation of an amide-boron adduct. (Figure presented.).
Gold(0) catalyzed dehydrogenation of N-heterocycles
Kumaran, Elumalai,Leong, Weng Kee
supporting information, p. 3958 - 3960 (2018/10/02)
Gold nanoclusters are good catalyst precursors for the catalytic dehydrogenation of indolines, tetrahydroquinazolines, and related N-heterocycles. The catalytically active species is presumably Au(0) nanoparticles.
Accessing Polysubstituted Quinazolines via Nickel Catalyzed Acceptorless Dehydrogenative Coupling
Parua, Seuli,Sikari, Rina,Sinha, Suman,Chakraborty, Gargi,Mondal, Rakesh,Paul, Nanda D.
, p. 11154 - 11166 (2018/09/06)
Two environmentally benign methods for the synthesis of quinazolines via acceptorless dehydrogenative coupling of 2-aminobenzylamine with benzyl alcohol (Path A) and 2-aminobenzylalcohol with benzonitrile (Path B), catalyzed by cheap, earth abundant and easy to prepare nickel catalysts, containing tetraaza macrocyclic ligands (tetramethyltetraaza[14]annulene (MeTAA) or 6,15-dimethyl-8,17-diphenyltetraaza[14]annulene (MePhTAA)) are reported. A wide variety of substituted quinazolines were synthesized in moderate to high yields starting from cheap and easily available starting precursors. A few control reactions were performed to understand the mechanism and to establish the acceptorless dehydrogenative nature of the catalytic reactions.
