14063-79-7Relevant academic research and scientific papers
Regiodivergent Synthesis of Bis(4-oxycoumarin)-based Dioxabicycles: Exploration of [4 + 4] (Heterocyclo)reversion/addition and 1,5-Hydrogen Shift Photochromism
Vyasamudri, Sameer,Yang, Ding-Yah
, (2020)
Two isomeric dioxabicyclic molecular skeletons were constructed by employing the concepts of divergent synthesis. A base-mediated and an acid-catalyzed pseudo-three-component reaction of two equivalents of 4-hydroxycoumarin and (Z)-3-chloro-3-phenylacryla
Development of a fused imidazo[1,2-: A] pyridine based fluorescent probe for Fe3+ and Hg2+ in aqueous media and HeLa cells
Srivastava, Suman,Thakur, Neha,Singh, Ashutosh,Shukla, Poonam,Maikhuri, Vipin Kumar,Garg, Neha,Prasad, Ashok,Pandey, Rampal
, p. 29856 - 29863 (2019)
A new fluorescent sensor 5 based on a fused imidazopyridine scaffold has been designed and synthesized via cascade cyclization. The reaction features the formation of three different C-N bonds in sequence. Imidazopyridine based fluorescent probe 5 exhibits highly sensitive and selective fluorescent sensing for Fe3+('turn-on') and Hg2+('turn-off'). The excellent selectivity of imidazopyridine for Fe3+/Hg2+ was not hampered in the presence of any of the competing cations. The limit of detection (LOD) of 5 toward Fe3+ and Hg2+ has been estimated to be 4.0 ppb and 1.0 ppb, respectively, with a good linear relationship (R2 = 0.99). Notably, 5 selectively detects Fe3+/Hg2+ through fluorescence enhancement signalling both in vitro and in HeLa cells.
Charge transfer complexes of discotic liquid crystals: A flexible route to a wide variety of mesophases
Kouwer, Paul H.J.,Jager, Wolter F.,Mijs, Wim J.,Picken, Stephen J.
, p. 4322 - 4329 (2002)
We have prepared a new discotic nematogen, bearing one functional tail and five methoxy substituents. The corresponding side chain polymers, prepared via a polymer analogous esterification reaction, exhibited ND phases from 50°C until degradati
Investigation of the complete miscibility of disc-rod mesogens in the nematic phase
Apreutesei, Daniela,Mehl, Georg
, p. 107 - 115 (2006)
The synthesis and the phase behaviour of nematic dimers, built up from rod and disc shaped mesogens, separated by extended spacers is described. Miscibility studies with the rod as well as disc shaped mesogens were performed and OPM data of contact sample
Novel benzenesulfonamide-bearing pyrazoles and 1,2,4-thiadiazoles as selective carbonic anhydrase inhibitors
Kumar, Rajiv,Kumar, Amit,Ram, Sita,Angeli, Andrea,Bonardi, Alessandro,Nocentini, Alessio,Gratteri, Paola,Supuran, Claudiu T.,Sharma, Pawan K.
, (2021/10/05)
Two series comprising 20 novel benzenesulfonamides bearing thioureido-linked pyrazole 8 and amino-1,2,4-thiadiazole 10 were synthesized and assayed as human carbonic anhydrase (hCA) inhibitors against isoforms I and II as well as the tumor-associated isof
Efficient synthesis of 4- And 5-substituted 2-aminopyrimidines by coupling of β-Chlorovinyl Aldehydes and Guanidines
Komendantova, Anna S.,Komkov, Alexander V.,Volkova, Yulia A.,Zavarzin, Igor V.
supporting information, p. 4247 - 4254 (2018/08/24)
A general, practical, and simple synthesis of functionalized 2-aminopyrimidines starting from β-chlorovinyl aldehydes and amidines is reported. In the presence of potassium carbonate, various ketones have been efficiently transformed into the pyrimidine derivatives by a two-step sequence involving the Vilsmeier-Haack reaction followed by a condensation reaction with guanidines. The protocol is distinguished by operational simplicity, inexpensive reagents, and functional-group tolerance. In many cases, pure solid products can be obtained in high to excellent yields without using column chromatography. The synthetic value of the method was demonstrated by the efficient synthesis of steroidal pyrimidines and a precursor of the antitumor agents Imatinib and Mocetinostat.
Synthesis of extended conjugated indolyl chalcones as potent anti-breast cancer, anti-inflammatory and antioxidant agents
Bhale, Pravin S.,Chavan, Hemant V.,Dongare, Sakharam B.,Shringare, Sadanand N.,Mule, Yoginath B.,Nagane, Samadhan S.,Bandgar, Babasaheb P.
supporting information, p. 1502 - 1507 (2017/03/16)
In the present investigation, synthesis of a series of extended conjugated δ-chloro-α-cyano substituted indolyl chalcones (5a–p) was accomplished by reacting 3-cyanoacetylindole 2 with 3-chloro-3-phenyl-propenal 4 in the presence of piperidine. The struct
Ugi Reaction Followed by Intramolecular Diels–Alder Reaction and Elimination of HCl: One-Pot Approach to Arene-Fused Isoindolinones
Huang, Jianjun,Du, Xiaochen,Van Hecke, Kristof,Van der Eycken, Erik V.,Pereshivko, Olga P.,Peshkov, Vsevolod A.
supporting information, p. 4379 - 4388 (2017/08/23)
A one-pot procedure involving a four-component Ugi reaction followed by an intramolecular Diels–Alder reaction/HCl elimination cascade has been developed to provide rapid access to the isoindolinone framework in a diversity-oriented fashion. The scope of
Base-Promoted Intermolecular Cyclization of Substituted 3-Aryl(Heteroaryl)-3-chloroacrylaldehydes and Tetrahydroisoquinolines: An Approach to Access Pyrrolo[2,1-a]isoquinolines
Yang, Ziqi,Lu, Ning,Wei, Zhonglin,Cao, Jungang,Liang, Dapeng,Duan, Haifeng,Lin, Yingjie
, p. 11950 - 11955 (2016/12/09)
We have developed a new base-promoted intermolecular cascade cyclization reaction of substituted 3-aryl(heteroaryl)-3-chloroacrylaldehydes and tetrahydroisoquinolines in one pot. The reaction provides a facile and practical synthesis of pyrrolo[2,1-a]isoquinolines. A number of pyrrolo[2,1-a]isoquinolines were synthesized in moderate to high yields (up to 97%).
Modular Synthesis of Highly Substituted Pyridines via Enolate α-Alkenylation
Hardegger, Leo A.,Habegger, Jacqueline,Donohoe, Timothy J.
supporting information, p. 3222 - 3225 (2015/07/15)
A novel methodology for the synthesis of highly substituted pyridines based on the palladium-catalyzed enolate α-alkenylation of ketones is presented; the formation of aromatic compounds is a new direction for this catalytic C-C bond forming reaction. In the key step, a protected β-haloalkenylaldehyde participates in α-alkenylation with a ketone to afford a 1,5-dicarbonyl surrogate, which then undergoes cyclization/double elimination to the corresponding pyridine product, all in one pot. The β-haloalkenylaldehyde starting materials can be obtained from the corresponding methylene ketone via Vilsmeier haloformylation. Using this concise route, a variety of highly substituted pyridines were synthesized in three steps from commercially available compounds. (Chemical Equation Presented).
