70380-73-3Relevant articles and documents
Convergent and Practical Synthesis of Fluorescent Triphenylamine Derivatives and Their Localization in Living Cells
Auvray, Marie,Franck, Xavier,Gallavardin, Thibault,Leleu, Stéphane,Mahuteau-Betzer, Florence,Mougeot, Romain,Oger, Samuel
supporting information, (2022/02/09)
In the search for new fluorescent triphenylamine (TP) derivatives, we studied the influence of the position and substitution of diverse heterocyclic substituents. A library of 10 fluorescent triphenylamines bearing either oxazoles or thiazoles and pyridiniums, substituted at different positions has been developed. The approach is based on a convergent C?H activation reaction between pyridine-oxazoles or pyridine-thiazoles and di-iodo triphenylamine. We showed that the nature and substitution pattern of the 5-membered- (oxazole, thiazole) or 6-membered heterocycle (pyridine) has a strong influence on their fluorescence properties and on their localization in living cells as they stain either the nucleus or mitochondria.
Improvement of the Van Leusen reaction in the presence of β-cyclodextrin: A green and efficient synthesis of oxazoles in water
Rahimzadeh, Golnaz,Kianmehr, Ebrahim,Mahdavi, Mohammad
, p. 923 - 926 (2017/12/18)
An efficient approach for the synthesis of oxazoles through the Van Leusen reaction in the presence of β-cyclodextrin is described. In aqueous medium using β-cyclodextrin as a supramolecular catalyst, tosylmethyl isocyanide was deprotonated by triethylami
Linear and Branched Pyridyl-Oxazole Oligomers: Synthesis and Circular Dichroism Detectable Effect on c-Myc G-Quadruplex Helicity
Rizeq, Natalia,Georgiades, Savvas N.
, p. 122 - 131 (2016/01/26)
Five unprecedented pyridyl-oxazole oligomers exhibiting either linear or branched connectivity of their subunits were developed as a family of potential G-quadruplex-interacting ligands. Our synthesis employed variations of a key Pd/Cu-mediated C-C cross-coupling/C-H activation reaction to gain access to the oligomer products from a small set of substituted pyridine building blocks. The effect of the compounds on the conformation of a c-myc oncogene promoter G-quadruplex was investigated by circular dichroism under various conditions. Some or all of the compounds induced detectable helicity enhancement in low-cation and Na+-rich Tris-HCl (pH 7.4) buffers, respectively, in which the helix was only partially prefolded.