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HFIP-assisted Brønsted acid-catalyzed ring opening of 1-azabicyclo[1.1.0]butane to access diverse C3-quaternary aza-azetidines and indole-azetidines [PDF]
Nitrogen-based heterocycles represent 60% of small-molecule-approved drugs. Increasing demand for sp3-rich N-heterocyclic scaffolds as a bioisosteric replacement in drug discovery platforms has continued to drive the development of elegant methods for ...
Subrata Hazra +6 more
doaj +2 more sources
Photochemical thiocarbonyl difluoride generation enables azetidine synthesis [PDF]
The activation of amines into thiocarbamoyl fluorides (TCarbFs) provides access to valuable nitrogen-based functionalities. However, their broader use has been hindered by the reliance on harsh reagents and conditions.
Ricardo I. Rodríguez +9 more
doaj +2 more sources
Passerini Reactions on Biocatalytically Derived Chiral Azetidines
The purpose of this study was to explore a series of Passerini reactions on a biocatalytically derived enantiopure azetidine-2-carboxyaldehyde in order to obtain, in a diastereoselective manner, polyfunctionalised derivatives having the potential to be ...
Lisa Moni, Andrea Basso, Luca Banfi
exaly +3 more sources
Stereoselective polar radical crossover for the functionalization of strained-ring systems [PDF]
Radical-polar crossover of organoborates is a poweful tool that enables the creation of two C-C bonds simultaneously. Small ring systems have become essential motifs in drug discovery and medicinal chemistry.
Florian Trauner +4 more
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AbstractAn electrocyclization route to azetidine nitrones from N‐alkenylnitrones was discovered that provides facile access to these unsaturated strained heterocycles. Reactivity studies showed that these compounds undergo a variety of reduction, cycloaddition, and nucleophilic addition reactions to form highly substituted azetidines with excellent ...
Donald J Wink +2 more
exaly +5 more sources
Synthesis of 1,4-Benzodiazepines via Intramolecular C–N Bond Coupling and Ring Opening of Azetidines [PDF]
A facile and efficient synthesis of functionalized 1,4-benzodiazepine derivatives under mild conditions was developed. The CuI/N,N-dimethylglycine-catalyzed intramolecular cross-coupling reaction of 1-(2-bromobenzyl)azetidine-2-carboxamides proceeded ...
Xin-Ming Xu +5 more
doaj +2 more sources

