760987-96-0Relevant academic research and scientific papers
Acetamidoarenediazonium Salts: Opportunities for Multiple Arene Functionalization
Schmidt, Bernd,Elizarov, Nelli,Riemer, Nastja,H?lter, Frank
, p. 5826 - 5841 (2015/09/15)
Unlike their ortho counterparts, meta- and para-acetamidoanilines can be converted into the corresponding acetamidoarenediazonium salts. These offer various opportunities for multiple Pd-catalyzed arene functionalization reactions, such as Matsuda-Heck-, Suzuki-Miyaura- or Fujiwara-Moritani couplings. Acetamidoarenediazonium salts, accessible from simple acetamidoanilines, are starting points for multiple Pd-catalyzed arene functionalization reactions.
Isotope-labeling of the fibril binding compound FSB via a Pd-catalyzed double alkoxycarbonylation
Burhardt, Mia N.,Taaning, Rolf,Nielsen, Niels Chr.,Skrydstrup, Troels
experimental part, p. 5357 - 5363 (2012/09/07)
We have synthesized two isotopically labeled variants of the β-amyloid binding compound FSB possessing 13C-labels on the two terminal aryl carboxylic acid moieties. One of these was also fully deuterated on the olefinic spacers. The 13C-isotope labeling was achieved applying a Pd-catalyzed methoxycarbonylation of the corresponding aryl chlorides with externally (ex situ) generated 13C-labeled CO. Application of the Shirakawa-Hayashi protocol for the Pd-catalyzed reduction of a dialkyne intermediate using D2O allowed for the selective deuterium labeling of the two trans-C,C double bonds of FSB.
Fluoro-substituted and 13C-labeled styrylbenzene derivatives for detecting brain amyloid plaques
Sato, Kumi,Higuchi, Makoto,Iwata, Nobuhisa,Saido, Takaomi C.,Sasamoto, Kazumi
, p. 573 - 578 (2007/10/03)
Two styrylbenzene derivatives, (E,E)-1-fluoro-2,5-bis-(3-hydroxycarbonyl-4- hydroxy)styrylbenzene (FSB) and (E,E)-1-bromo-2,5-bis(3-hydroxycarbonyl-4- hydroxy)styrylbenzene-α,α′-13C2 ([ 13C]BSB), were synthesized for use as a histochemical stain to detect amyloid plaques of Alzheimer's disease (AD) brain sections. An analysis of fluorescence spectra demonstrated that FSB shows approximately twofold fluorescence intensity relative to the conventional styrylbenzene derivative, (E,E)-1-bromo-2,5-bis-(3-hydroxycarbonyl-4-hydroxy)styrylbenzene (BSB). Moreover, FSB was found to stain amyloid plaques and neurofibrillary tangles of AD brains with greater fluorescence intensity and a lower level of background signals compared to BSB. These finding indicate that FSB can be an excellent fluorescent compound to label human amyloid lesions with high sensitivity and specificity. Because of the possession of a nuclide with a quantized angular momentum, both FSB and [13C]BSB are also potential contrast agents for magnetic resonance imaging to locate AD pathologies in vivo.
