32337-85-2Relevant academic research and scientific papers
The Versatility of the Aryne-Imine-Aryne Coupling for the -Synthesis of Acridinium Photocatalysts
Hutskalova, Valeriia,Sparr, Christof
supporting information, (2021/07/31)
The increasing use of acridinium photocatalysts as sustainable alternative to precious metal-based counterparts encourages the design and efficient synthesis of distinct catalyst structures. Herein, we report our exploration of the scope of the aryne-imin
Direct synthesis of 2-substituted benzonitriles: Via alkylcyanation of arynes with N, N -disubstituted aminomalononitriles
Bao, Wen,Gao, Zhu-Peng,Jin, Da-Ping,Xue, Cao-Gen,Liang, Huan,Lei, Ling-Sheng,Xu, Xue-Tao,Zhang, Kun,Wang, Shao-Hua
supporting information, p. 7641 - 7644 (2020/08/25)
An efficient alkylcyanation of in situ generated arynes by N,N-disubstituted aminomalononitriles is described, enabling the direct synthesis of 2-substituted benzonitriles.
A Three-Phase Four-Component Coupling Reaction: Selective Synthesis of o-Chloro Benzoates by KCl, Arynes, CO2, and Chloroalkanes
Jiang, Huanfeng,Zhang, Yu,Xiong, Wenfang,Cen, Jinghe,Wang, Lu,Cheng, Ruixiang,Qi, Chaorong,Wu, Wanqing
supporting information, p. 345 - 349 (2019/01/24)
A transition-metal-free three-phase four-component coupling reaction (3P-4CR) involving KCl, arynes, chloroalkanes and CO2 has been reported for the first time, enabling the incorporation of both chloro and CO2 into an aryne simultaneously. The reactions for the synthesis of different types of o-chloro benzoates can be selectively modulated by the chloroalkane utilized. The corresponding products can be alternatively transformed for postsynthetic functionalizations conveniently.
Computer-Assisted Discovery and Structural Optimization of a Novel Retinoid X Receptor Agonist Chemotype
Heitel, Pascal,Gellrich, Leonie,Kalinowsky, Lena,Heering, Jan,Kaiser, Astrid,Ohrndorf, Julia,Proschak, Ewgenij,Merk, Daniel
supporting information, p. 203 - 208 (2019/01/25)
As universal heterodimer partners of many nuclear receptors, the retinoid X receptors (RXRs) constitute key transcription factors. They regulate cell proliferation, differentiation, inflammation, and metabolic homeostasis and have recently been proposed as potential drug targets for neurodegenerative and inflammatory diseases. Owing to the hydrophobic nature of RXR ligand binding sites, available synthetic RXR ligands are lipophilic, and their structural diversity is limited. Here, we disclose the computer-assisted discovery of a novel RXR agonist chemotype and its systematic optimization toward potent RXR modulators. We have developed a nanomolar RXR agonist with high selectivity among nuclear receptors and superior physicochemical properties compared to classical rexinoids that appears suitable for in vivo applications and as lead for future RXR-targeting medicinal chemistry.
Construction of Phenanthrenes and Chrysenes from β-Bromovinylarenes via Aryne Diels-Alder Reaction/Aromatization
Singh, Vikram,Verma, Ram Subhawan,Khatana, Anil K.,Tiwari, Bhoopendra
supporting information, p. 14161 - 14167 (2019/10/28)
A highly efficient transition-metal-free general method for the synthesis of polycyclic aromatic hydrocarbons like phenanthrenes and chrysenes (and tetraphene) from β-bromovinylarenes and arynes has been developed. The reactions proceed via an aryne Diels-Alder (ADA) reaction, followed by a facile aromatization. This is the first report on direct construction of chrysenes (and tetraphene) using the ADA approach. Unlike the literature method which is limited to only 9/10-substituted derivatives, this method gives access to a wide variety of functionalized phenanthrenes.
Double-ring-substituted pyrazolone azo compound, its preparation and use
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Paragraph 0122-0125, (2018/09/02)
The invention belongs to the fields of the pharmaceuticals and the chemical engineering, and relates to bicyclic-substituted pyrazolone azo compounds, and a preparation method and a use thereof, and concretely relates to compounds represented by formula I, or pharmaceutically acceptable salts or solvates thereof, wherein L and R1 to R6 are defined as in the specification and the claims. The invention also relates to a preparation method of the compounds of formula I, a medicinal composition of the compounds, and a medicinal use of the compounds. The compounds of formula are an effective TOP receptor stimulant, and are a good thrombocytopenia treatment drug.
Experimental and Theoretical Investigations of the Bromination of Phenols with β and γ Aliphatic Substituents, including Rings
Zhang, Jinsong,Chang, Xiao,Bowman, Erich C.,Holt, Carter J.,Lodewyk, Michael W.,Miller, Randy M.,Xia, Guangming
, p. 9292 - 9296 (2015/09/28)
Bromination reactions of substituted and ring fused phenols were studied by both experiment (t-BuNH-Br) and computation (density functional theory). The outcomes support each other, indicating a clear and predictable regioselective preference among 3,4-bis-alkylated and 3,4-ring-fused phenols.
Twisted baskets
Hermann, Keith,Pratumyot, Yaowalak,Polen, Shane,Hardin, Alex M.,Dalkilic, Erdin,Dastan, Arif,Badji?, Jovica D.
supporting information, p. 3550 - 3555 (2015/03/04)
A preparative procedure for obtaining a pair of twisted molecular baskets, each comprising a chiral framework with either right ((P)-1syn) or left ((M)-1syn) sense of twist and six ester groups at the rim has been developed and optim
Dihydrobiphenylenes through ruthenium-catalyzed [2+2+2] cycloadditions of ortho-alkenylarylacetylenes with alkynes
Garcia-Rubin, Silvia,Gonzalez-Rodriguez, Carlos,Garcia-Yebra, Cristina,Varela, Jesus A.,Esteruelas, Miguel A.,Saa, Carlos
supporting information, p. 1841 - 1844 (2014/03/21)
A new synthetic route to dihydrobiphenylenes has been developed. The process involves a mild RuII-catalyzed [2+2+2] dimerization of ortho-alkenylarylacetylenes or its more versatile variant, the Ru-catalyzed [2+2+2] cycloaddition of ortho-ethynylstyrenes with alkynes. Mechanistic aspects of this [2+2+2] cycloaddition are discussed. A new synthetic route to dihydrobiphenylenes involves a mild RuII-catalyzed [2+2+2] dimerization of ortho-alkenylarylacetylenes or its more versatile variant, the Ru-catalyzed [2+2+2] cycloaddition of ortho-ethynylstyrenes with alkynes. The mechanistic aspects of this [2+2+2] cycloaddition are also discussed. Copyright
