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N-Acylbenzotriazoles as Proficient Substrates for an Easy Access to Ureas, Acylureas, Carbamates, and Thiocarbamates via Curtius Rearrangement Using Diphenylphosphoryl Azide (DPPA) as Azide Donor [PDF]

open access: bronzeSynthesis, 2021
A diverse range of ureas, N-acylureas, carbamates, and thiocarbamates has been synthesized in good to excellent yields by reacting N-acylbenzotriazoles individually with amines or amides or phenols or thiols in the presence of diphenylphosphoryl azide ...
Vinod K Tiwari
exaly   +3 more sources

Gas-phase Curtius and Wolff rearrangement reactions investigated by tandem-MS, IR ion spectroscopy and theory.

open access: hybridPhys Chem Chem Phys
The Curtius and the Wolff rearrangement reactions are investigated in the gas phase by tandem mass spectrometry (MS) and infrared ion spectroscopy (IRIS), probing the nature and intrinsic reactivity of three acyl azides and of one α-diazo keto analyte ...
Harnying W   +8 more
europepmc   +4 more sources

Oxidative N−N Bond Formation Versus the Curtius Rearrangement [PDF]

open access: hybridChemistry – A European Journal
AbstractThe oxidative formation of N−N bonds from primary amides has been recently reported and then retracted in the journal Nature Communications by Kathiravan, Nicholls, and co‐authors, utilizing a hypervalent iodane reagent. Unfortunately, the authors failed to recognize the Curtius reaction taking place under the described reaction conditions ...
Melissa Hohenadel   +3 more
semanticscholar   +5 more sources

Azide monoliths as convenient flow reactors for efficient Curtius rearrangement reactions

open access: goldOrganic and Biomolecular Chemistry, 2008
The preparation and use of an azide-containing monolithic reactor is described for use in a flow chemistry device and in particular for conducting Curtius rearrangement reactions via acid chloride inputs.
Marcus Baumann   +2 more
exaly   +5 more sources

The Curtius Rearrangement: Applications in Modern Drug Discovery and Medicinal Chemistry. [PDF]

open access: yesChemMedChem, 2018
The Curtius rearrangement is the thermal decomposition of an acyl azide derived from carboxylic acid to produce an isocyanate as the initial product. The isocyanate can undergo further reactions to provide amines and their derivatives.
Ghosh AK, Brindisi M, Sarkar A.
europepmc   +2 more sources

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