1005-07-8Relevant articles and documents
Photochemistry of phenyl azides bearing 2-hydroxy and 2-amino groups studied by matrix-isolation spectroscopy: Generation and characterization of reactive o-quinoid compounds
Tomioka, Hideo,Matsushita, Takeshi,Murata, Shigeru,Koseki, Shiro
, p. 1971 - 1980 (1996)
Broad-band irradiation (λ > 370 nm) of 2-hydroxyphenyl azide (1) in Ar at 10 K monitored by IR resulted in the formation of at least three major products, all of which were shown to be photointerconvertible under these conditions. The two products showing
Fragment-Based Discovery of a Qualified Hit Targeting the Latency-Associated Nuclear Antigen of the Oncogenic Kaposi's Sarcoma-Associated Herpesvirus/Human Herpesvirus 8
Kirsch, Philine,Jakob, Valentin,Oberhausen, Kevin,Stein, Saskia C.,Cucarro, Ivano,Schulz, Thomas F.,Empting, Martin
, p. 3924 - 3939 (2019/05/06)
The latency-associated nuclear antigen (LANA) is required for latent replication and persistence of Kaposi's sarcoma-associated herpesvirus/human herpesvirus 8. It acts via replicating and tethering the virus episome to the host chromatin and exerts other functions. We conceived a new approach for the discovery of antiviral drugs to inhibit the interaction between LANA and the viral genome. We applied a biophysical screening cascade and identified the first LANA binders from small, structurally diverse compound libraries. Starting from a fragment-sized scaffold, we generated optimized hits via fragment growing using a dedicated fluorescence-polarization-based assay as the structure-activity-relationship driver. We improved compound potency to the double-digit micromolar range. Importantly, we qualified the resulting hit through orthogonal methods employing EMSA, STD-NMR, and MST methodologies. This optimized hit provides an ideal starting point for subsequent hit-to-lead campaigns providing evident target-binding, suitable ligand efficiencies, and favorable physicochemical properties.
Copper bis(2,2,6,6-tetramethyl-3,5-heptanedionate)-catalyzed coupling of sodium azide with aryl iodides/boronic acids to aryl azides or aryl amines
Lanke, Satish R.,Bhanage, Bhalchandra M.
, p. 399 - 407 (2014/01/06)
This work reports an efficient protocol for the coupling reaction of aryl iodides/boronic acids with sodium azide to aryl azides/amines in the presence of copper bis(2,2,6,6-tetramethyl-3,5-heptanedionate) Cu(TMHD)2 catalyst. The Cu(TMHD)2 catalyst is a structurally well-defined, O-containing, air- and moisture-stable, transition-metal complex and works at mild reaction conditions. It was observed that aryl azides can be reduced further to corresponding aniline derivatives using the same catalyst under basic reaction conditions for a prolonged period. [Supplementary materials are available for this article. Go to the publisher's online edition of Synthetic Communications for the following free supplemental resource(s): Full experimental and spectral details.]
Iron(II) bromide-catalyzed synthesis of benzimidazoles from aryl azides
Shen, Meihua,Driver, Tom G.
supporting information; experimental part, p. 3367 - 3370 (2009/05/27)
(Chemical Equation Presented) The identity of the ortho-substituent of an aryl azide influences its reactivity toward transition metals. Substitution of a vinyl group with an imine disables rhodium(II)-mediated C-H amination and triggers a Lewis acid mechanism catalyzed by iron(II) bromide to facilitate benzimidazole formation.
