Journal Article10.1039/B006015L
Aziridines: epoxides’ ugly cousins?
721
TL;DR: The similarities and differences between oxiranes and their nitrogenated analogues are summarized, concentrating on the underlying properties of aziridines and recent developments in their chemistry.
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Abstract: Aziridines, the nitrogenous analogues of epoxides, have until recently excited far less interest amongst synthetic organic chemists than their oxygenated counterparts, with some justification. A range of reviews concerned with the physical properties, synthesis (asymmetric and otherwise), reactions and utility of aziridines exists; this review briefly summarizes the similarities and differences between oxiranes and their nitrogenated analogues, concentrating on the underlying properties of aziridines and recent developments in their chemistry. In addition to descriptions of the physical nature of aziridines, especially those features which underpin their utility as synthetic intermediates, the sections beneath describe reactions involving alkylative ring-opening and synthesis of aziridines.
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Citations
Benzazetidine synthesis via palladium-catalysed intramolecular C−H amination
TL;DR: An efficient synthesis of various benzazetidines by Pd-catalysed intramolecular C−H amination of N-benzyl picolinamides is reported, with reagent-controlled reductive elimination of a Pd intermediate a key aspect.
102
Aziridinofullerene: A Versatile Platform for Functionalized Fullerenes
TL;DR: An aziridine moiety on the fullerene core can serve as an acid-triggered reacting template for the controlled synthesis of a range of functionalized fullerenes that are otherwise difficult to synthesize in an efficient and selective manner.
101
Brønsted Acid-Promoted Olefin Aziridination and Formal anti-Aminohydroxylation
TL;DR: A straightforward synthesis of aziridines is reported from an electron-rich azide, electron-deficient olefin, and triflic acid in cold acetonitrile, and the possibility that a triazoline need not be an intermediate in aziridine production is advanced.
98
Three-Coordinate Terminal Imidoiron(III) Complexes: Structure, Spectroscopy, and Mechanism of Formation
Ryan E. Cowley,Nathan J. DeYonker,Nathan A. Eckert,Thomas R. Cundari,Serena DeBeer,Eckhard Bill,Xavier Ottenwaelder,Christine Flaschenriem,Patrick L. Holland +8 more
TL;DR: The spectroscopic and structural characterization of the Fe=N multiple bond in these interesting three-coordinate iron imido complexes is addressed and the solvent dependence can be explained by coordination of certain solvents to the iron(I) precursor prior to interaction with the organoazide.
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