42160-38-3Relevant academic research and scientific papers
Propargylamine-selective dual fluorescence turn-on method for post-synthetic labeling of DNA
Nguyen, Van Thang,Pandith, Anup,Seo, Young Jun
, p. 3199 - 3202 (2020)
We have developed a propargylamine-selective dual fluorescence turn-on system, using ylidenemalononitrile enamines, for post-synthetic DNA labeling, allowing the direct monitoring of DNA using dual emission in living cells.
Four-Step Domino Reaction Enables Fully Controlled Non-Statistical Synthesis of Hexaarylbenzene with Six Different Aryl Groups**
Dill, Maximilian,Grau, Benedikt W.,Hampel, Frank,Jux, Norbert,Kahnt, Axel,Tsogoeva, Svetlana B.
supporting information, p. 22307 - 22314 (2021/08/25)
Hexaarylbenzene (HAB) derivatives are versatile aromatic systems playing a significant role as chromophores, liquid crystalline materials, molecular receptors, molecular-scale devices, organic light-emitting diodes and candidates for organic electronics. Statistical synthesis of simple symmetrical HABs is known via cyclotrimerization or Diels–Alder reactions. By contrast, the synthesis of more complex, asymmetrical systems, and without involvement of statistical steps, remains an unsolved problem. Here we present a generally applicable synthetic strategy to access asymmetrical HAB via an atom-economical and high-yielding metal-free four-step domino reaction using nitrostyrenes and α,α-dicyanoolefins as easily available starting materials. Resulting domino product—functionalized triarylbenzene (TAB)—can be used as a key starting compound to furnish asymmetrically substituted hexaarylbenzenes in high overall yield and without involvement of statistical steps. This straightforward domino process represents a distinct approach to create diverse and still unexplored HAB scaffolds, containing six different aromatic rings around central benzene core.
Synthesis method of methylene malononitrile compounds
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Paragraph 0078-0082, (2020/04/02)
The invention discloses a synthesis method of methylene malononitrile compounds. According to the method, in the air atmosphere, a ketone compound and malononitrile are taken as raw materials, Ru/C istaken as a catalyst, the raw materials and the catalyst
COMPOUNDS THAT INTERACT WITH THE RAS SUPERFAMILY FOR THE TREATMENT OF CANCERS, INFLAMMATORY DISEASES, RASOPATHIES, AND FIBROTIC DISEASE
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Paragraph 002112; 002612, (2019/01/11)
Provided herein are methods and compositions for treating cancers, inflammatory diseases, rasopathies, and fibrotic disease involving aberrant Ras superfamily signaling through the binding of compounds to the GTP binding domain of Ras superfamily proteins including, in certain cases, K-Ras and mutants thereof, and a novel method for assaying such compositions.
Ylidenemalononitrile enamines as fluorescent "turn-on" indicators for primary amines
Longstreet, Ashley R.,Jo, Minyoung,Chandler, Rebecca R.,Hanson, Kenneth,Zhan, Naiqian,Hrudka, Jeremy J.,Mattoussi, Hedi,Shatruk, Michael,McQuade, D. Tyler
supporting information, p. 15493 - 15496 (2015/01/08)
Ylidenemalononitrile enamines undergo rapid amine exchange followed by a cyclization with primary amines to yield fluorescent products with emission intensities as high as 900 times greater than the starting materials. After identifying the fluorescent species by X-ray crystallography, we demonstrate that the rate of amine exchange is substrate dependent and that by simple structural variation the fluorescence can be tuned over the entire visible spectrum. We further demonstrate their potential application in biomolecule labeling.
Improved synthesis of mono- and disubstituted 2-halonicotinonitriles from alkylidene malononitriles
Longstreet, Ashley R.,Campbell, Brian S.,Gupton, B. Frank,McQuade, D. Tyler
supporting information, p. 5298 - 5301 (2013/11/06)
Pyridines with 2,3,4 and/or 5 substitution remain challenging to prepare. Existing strategies to form multisubstituted 2-halonicotinonitriles via enamines suffer from dimerization of the starting alkylidene malononitriles resulting in low yields. Through alteration of reaction conditions, a new high yielding method into enamines was realized by condensing DMF-DMA and alkylidene malononitriles in the presence of substoichiometric acetic anhydride. Cyclization of the resulting enamines under Pinner conditions provided 2-halonicotinonitriles in high overall yields.
New conditions for the synthesis of thiophenes via the Knoevenagel/Gewald reaction sequence. Application to the synthesis of a multitargeted kinase inhibitor
Barnes, David M.,Haight, Anthony R.,Hameury, Thomas,McLaughlin, Maureen A.,Mei, Jianzhang,Tedrow, Jason S.,Riva Toma, Joan Dalla
, p. 11311 - 11319 (2007/10/03)
Novel conditions have been developed for the preparation of substituted 2-aminothiophenes employing the Knoevenagel condensation followed by the Gewald reaction. The benefits of these conditions are their mildness, and the ease of product isolation. Thus,
Transfer hydrogenation of activated C=C bonds catalyzed by ruthenium amido complexes: Reaction scope, limitation, and enantioselectivity
Xue, Dong,Chen, Ying-Chun,Cui, Xin,Wang, Qi-Wei,Zhu, Jin,Deng, Jin-Gen
, p. 3584 - 3591 (2007/10/03)
(Chemical Equation Presented) It was found that the chemoselectivity could be completely switched from C=O to C=C bonds in the transfer hydrogenation of activated α,β-unsaturated ketones catalyzed by diamine-ruthenium complex. Moreover, this addition via metal hydride had been applied to the reduction of various activated olefins. The electron-withdrawing ability of functional groups substituted on C=C bonds at the α- or β-position had strong influence on the reactivity. In addition, a wide variety of chiral diamine-Ru(II)-(arene) systems was investigated to explore the asymmetric transfer hydrogenation of prochiral α,α-dicyanoolefins. Two parameters had been systematically studied, (i) the structure of the N-sulfonylated chiral diamine ligands, in which several chiral diamines substituted on the benzene ring of DPEN were first reported, and (ii) the structure of the metal precursors, and high enantioselectivitiy (up to 89% ee) at the β-carbon was obtained.
