5698-54-4Relevant academic research and scientific papers
4-Halogeno-sydnones for fast strain promoted cycloaddition with bicyclo-[6.1.0]-nonyne
Plougastel, Lucie,Koniev, Oleksandr,Specklin, Simon,Decuypere, Elodie,Créminon, Christophe,Buisson, David-Alexandre,Wagner, Alain,Kolodych, Sergii,Taran, Frédéric
supporting information, p. 9376 - 9378 (2014/08/05)
New sydnone derivatives have been synthesized and screened for their capacity to undergo fast copper-free cycloaddition reaction with bicyclo-[6.1.0]-nonyne. The influences of substitution in positions N-3 and C-4 of sydnones have been particularly studied leading to the identification of highly reactive partners for bio-orthogonal ligation reactions.
One-pot synthesis of 1,4-disubstituted pyrazoles from arylglycines via copper-catalyzed sydnone-alkyne cycloaddition reaction
Specklin, Simon,Decuypere, Elodie,Plougastel, Lucie,Aliani, Soifia,Taran, Frédéric
, p. 7772 - 7777 (2014/10/15)
A robust method for constructing 1,4-pyrazoles from arylglycines was developed using the copper-catalyzed sydnone-alkyne cycloaddition reaction. The procedure offers a straightforward and general route to the pyrazole heterocycle through a three-step one-pot procedure.
Discovery of chemoselective and biocompatible reactions using a high-throughput immunoassay screening
Kolodych, Sergii,Rasolofonjatovo, Evelia,Chaumontet, Manon,Nevers, Marie-Claire,Creminon, Christophe,Taran, Frederic
supporting information, p. 12056 - 12060 (2013/12/04)
An immunoassay-based method was used to screen numerous combinations of dipoles and dipolarophiles for their ability to undergo chemoselective and biocompatible [3+2] cycloaddition reactions. The approach fulfills most of the requirements of the click concept and led to the discovery of a copper-catalyzed reaction that generates pyrazoles from sydnone and alkyne reagents. Copyright
A simple, safe and efficient synthesis of Tyrian purple (6,6'-Dibromoindigo)
Wolk, Joel L.,Frimer, Aryeh A.
scheme or table, p. 5561 - 5580 (2010/12/20)
6,6'-Dibromoindigo is a major component of the historic pigment Tyrian purple, arguably the most famous dye of antiquity. Over the last century, chemists have been interested in developing practical syntheses of the compound We describe herein a new, reasonably simple and efficient synthesis of Tyrian purple which opens the way to the production of large quantities of the dye with minimal hazards and at low cost.
Synthesis and evaluation of phenyl substituted sydnones as potential DPPH-radical scavengers
Mallur, Shanta G.,Tiwari,Raju, B. China,Babu, K. Suresh,Ali, A. Zehra,Sastry,Rao, J. Madhusudana
, p. 1686 - 1689 (2008/09/19)
A series of phenyl substituted sydnones has been synthesized and their radical-scavenging activity has been studied on DPPH free radical. Out of eighteen compounds screened, nine compounds show interesting activity. A mechanism is presented whereby sydnones scavenge DPPH radical through donating H-atom at 4th-position. Its strong radical-scavenging activity mainly arises from 1, 2, 3-oxadiazolium-5-olate ring. Different substituents and their positions on the phenyl ring differently influence DPPH scavenging activity and therefore, may provide clues to design and develop better free-radical scavenging sydnones with multiple activities.
Potential Antiatherosclerotic Agents. 4. benzoic Acid Analogues of Cetaben
DeVries, Vern G.,Largis, Elwood E.,Miner, Thomas G.,Shepherd, Robert G.,Upeslacis, Janis
, p. 1411 - 1421 (2007/10/02)
The synthesis of a series of analogues in which the alkyl group of cetaben is substituted with various functional groups or replaced entirely by a functionalized alkanoyl moiety is described.Also reported are the syntheses of branched-chain (alkylamino)be
Synthesis of Strombine. A New Method for Monocarboxymethylation of Primary Amines
Kihlberg, Jan,Bergman, Rolf,Wickberg, Boerje
, p. 911 - 916 (2007/10/02)
Many common methods for monocarboxymethylation of primary amines give various amounts of dialkylated by-products.In this work the reaction of two equivalents of glyoxilic acid with representative primary aliphatic and aromatic amines, as well as with amino acids and a dipeptide, is shown to give only the N-(carboxymethyl)-N-formyl derivative of the amine under mild conditions in carboxylic acid solvents.Hydrolysis then produces the monocarboxymethylated primary amine in good to exellent overall yield.Proof that the intermediate product is not obtained via the Leuckart reaction is given.
