75255-78-6Relevant academic research and scientific papers
A Unified Approach for Divergent Synthesis of Heterocycles via TMSOTf-Catalyzed Formal [3+2] Cycloaddition of Electron-Rich Alkynes
Chen, Ping,Cao, Wei,Li, Xiangqian,Shi, Dayong
, p. 4789 - 4794 (2021/09/02)
We present a synthetic protocol for the construction of polysubstituted five-membered heterocycles via TMSOTf-catalyzed formal [3+2] cycloaddition of electron-rich alkynes, which features free from any metal, atom economy and water as the main by-product. Furthermore, alkenyl ether adduct has been verified as the key intermediate. Notably, by utilizing this approach, we can synthesize a broad range of polysubstituted furans, thiophenes and pyrroles, and extend this transformation to deliver fused-polyheterocycles. This reaction can be achieved on a gram scale and the corresponding products are intermediates for producing diverse potentially useful scaffolds. (Figure presented.).
Approach to the Synthesis of Unsymmetrical/Symmetrical Maleimides via Desulfitative Arylation at Different Temperatures
Abbasnia, Masoumeh,Sheykhan, Mehdi,Ghaffari, Tahereh,Safari, Elham
, p. 11688 - 11698 (2020/10/23)
New routes toward selective synthesis of both mono-and diaryl maleimides have been innovated. The mere requirement to this end is through the increase of temperature. The method works effectively for maleic anhydride and maleic acid as well. Also, the fir
Discovery of new effective N-alkyl-3,4-diarylmaleimides-based drugs for reversing the bacterial resistance to rhodamine 6G in Bacillus subtilis
Mendoza-Macías, Claudia Leticia,Solorio-Alvarado, Cesar Rogelio,Alonso-Castro, Angel Josabad,Alba-Betancourt, Clara,Deveze-álvarez, Martha Alicia,Padilla-Vaca, Felipe,Reyes-Gualito, Arturo
, p. 1429 - 1438 (2019/11/28)
Multidrug resistance (MDR) is a great concern worldwide. There is a great need to develop new drugs with the potential to attack target cells that show MDR phenotype. The purpose of this study was to assess the reversing effect of new N-alkyl-3,4-diarylma
Palladium-catalyzed direct arylation of maleimides: A simple route to bisaryl-substituted maleimides
Jafarpour, Farnaz,Shamsianpour, Mitra,Issazadeh, Salumeh,Dorrani, Masoumeh,Hazrati, Hamideh
, p. 1668 - 1672 (2017/03/08)
Palladium-catalyzed direct arylation of maleimides via Heck as well as organoboron-mediated Heck-type reactions are developed. These methods offer an approach to a wide variety of biologically interesting 3,4-diarylmaleimide scaffolds from readily accessible starting materials. These approaches led to the feasible one-pot construction of bisaryl-substituted maleimides which have historically been problematic.
Derivative of α,β-dicyanostilbene: Convenient precursor for the synthesis of diphenylmaleimide compounds, E-Z isomerization, crystal structure, and solid-state fluorescence
Yeh, Hsiu-Chih,Wu, Wei-Ching,Wen, Yuh-Sheng,Dai, De-Chang,Wang, Juen-Kai,Chen, Chin-Ti
, p. 6455 - 6462 (2007/10/03)
A convenient and efficient procedure was developed for preparing 3,4-diaryl-substituted maleimides through the improved synthesized diaryl-substituted fumaronitrile. The synthesis of diphenyl-substituted fumaronitrile derivatives from phenylacetonitrile compounds was analyzed and improved. We found the stoichiometry of the sodium methoxide and the concentration of the starting material, phenylacetonitrile derivatives, were crucial for the high yield and easy purification of the products. Particularly, bis(4-bromophenyl)fumaronitrile, bis(3-trifluoromethylphenyl)fumaronitrile, and bis(4-methoxyphenyl)fumaronitrile were isolated in good yields of 70-90% by simple suction filtration. In addition, 1H NMR provided compelling evidence that the E-Z isomerization was involved in the formation reaction of the maleimide compounds from either fumaronitrile or maleonitrile derivatives. Single-crystal X-ray structures of these three fumaronitrile derivatives, the first three of the kind, were obtained, revealing the nonplanar molecular structure. We ascribe the strong solid-state fluorescence of these diphenylfumaronitrile derivatives to the nonplanar structure that inhibits the close packing of the molecule aggregation and thus the fluorescence quenching.
The colourful fluorescence from readily-synthesised 3,4-diaryl-substituted maleimide fluorophores
Yeh, Hsiu-Chih,Wu, Wei-Ching,Chen, Chin-Ti
, p. 404 - 405 (2007/10/03)
A new synthesis procedure has been developed for a series of maleimide-based fluorophores, exhibiting a large variation of emission spectra spanning the entire visible range.
