21650-47-5Relevant articles and documents
Reversibly caged glutamate: A photochromic agonist of ionotropic glutamate receptors
Volgraf, Matthew,Gorostiza, Pau,Szobota, Stephanie,Helix, Max R.,Isacoff, Ehud Y.,Trauner, Dirk
, p. 260 - 261 (2007)
The design, synthesis, and biological evaluation of a photochromic glutamate analogue is described. The molecule functions as a reversibly caged neurotransmitter and can be used to influence neural activity with light. Copyright
Palladium-Catalyzed Decarbonylative Iodination of Aryl Carboxylic Acids Enabled by Ligand-Assisted Halide Exchange
Boehm, Philip,Cacherat, Bastien,Lee, Yong Ho,Martini, Tristano,Morandi, Bill
supporting information, p. 17211 - 17217 (2021/07/02)
We report an efficient and broadly applicable palladium-catalyzed iodination of inexpensive and abundant aryl and vinyl carboxylic acids via in situ activation to the acid chloride and formation of a phosphonium salt. The use of 1-iodobutane as iodide source in combination with a base and a deoxychlorinating reagent gives access to a wide range of aryl and vinyl iodides under Pd/Xantphos catalysis, including complex drug-like scaffolds. Stoichiometric experiments and kinetic analysis suggest a unique mechanism involving C?P reductive elimination to form the Xantphos phosphonium chloride, which subsequently initiates an unusual halogen exchange by outer sphere nucleophilic substitution.
Active ester functionalized azobenzenes as versatile building blocks
Schultzke, Sven,Staubitz, Anne,Walther, Melanie
supporting information, (2021/07/12)
Azobenzenes are important molecular switches that can still be difficult to functionalize selectively. A high yielding Pd-catalyzed cross-coupling method under mild conditions for the introduction of NHS esters to azobenzenes and diazocines has been established. Yields were consistently high with very few exceptions. The NHS functionalized azobenzenes react with primary amines quantitatively. These amines are ubiquitous in biological systems and in material science.
