6291-01-6Relevant academic research and scientific papers
Decarboxylative Amination: Diazirines as Single and Double Electrophilic Nitrogen Transfer Reagents
Chandrachud, Preeti P.,Wojtas, Lukasz,Lopchuk, Justin M.
supporting information, p. 21743 - 21750 (2021/01/11)
The ubiquity of nitrogen-containing small molecules in medicine necessitates the continued search for improved methods for C-N bond formation. Electrophilic amination often requires a disparate toolkit of reagents whose selection depends on the specific structure and functionality of the substrate to be aminated. Further, many of these reagents are challenging to handle, engage in undesired side reactions, and function only within a narrow scope. Here we report the use of diazirines as practical reagents for the decarboxylative amination of simple and complex redox-active esters. The diaziridines thus produced are readily diversifiable to amines, hydrazines, and nitrogen-containing heterocycles in one step. The reaction has also been applied in fluorous phase synthesis with a perfluorinated diazirine.
Conversion of Aliphatic Amides into Amines with benzene. Scope of the Reaction
Loudon, G. Marc,Radhakrishna, A. S.,Almond, Merrick R.,Blodgett, James K.,Boutin, Raymond H.
, p. 4272 - 4276 (2007/10/02)
The reagent benzene, PIFA, brings about the facile oxidative rearrangement of aliphatic amides to amines in mildly acidic (pH 1-3) mixed aqueous-organic solvents.Aromatic amines are further oxidized by the reagent and therefore cannot be prepared by this method.The rearrangement, which is in effect an "Hofmann rearrangement", occurs with complete retention of configuration in the migrating group, and the rate of the reaction follows approximately the migratory aptitudes of the migrating groups determined for other similar reactions.Isocyanates are intermediates in the rearrangement but are rapidly hydrolyzed to the product amines under the mildly acidic conditions.The acidic conditions protect the product amines from reacting with the isocyanate intermediates and forming ureas.The reaction is accelerated by addition of pyridine to a pH of approximately 3.The scope of the reaction is discussed.
Synergistic local anesthetic compositions
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, (2008/06/13)
A local anesthetic composition comprising a mixture in a pharmaceutically acceptable carrier of a particular toxin, namely, tetrodotoxin or desoxytetrodotoxin, and another compound, generally a conventional local anesthetic compound or a similar compound having nerve-blocking properties.
Pharmaceutical local anesthetic compositions
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, (2008/06/13)
A local anesthetic composition comprising a mixture in a pharmaceutically acceptable carrier of a particular toxin, namely, saxitoxin, and another compound, generally a conventional local anesthetic compound or a similar compound having nerve-blocking properties.
Synergistic local anesthetic compositions
-
, (2008/06/13)
A local anesthetic composition comprising a mixture in a pharmaceutically acceptable carrier of a particular toxin, namely, tetrodotoxin or desoxytetrodotoxin, and another compound, generally a conventional local anesthetic compound or a similar compound having nerve-blocking properties.
