N-functionalized aziridines, {which are|that are} {both|each} {useful|helpful|beneficial|valuable} intermediates and are present in {important|essential|crucial|critical|significant|vital} synthetic targets, {can be|may be|could be|might be|is often|is usually} envisioned as arising {from the|in the} direct addition of nitrenes (i.e., NR fragments) to olefinic substrates. The exceptional reactivity of most nitrenes, in {particular|specific|certain|distinct|unique} with respect to unimolecular decomposition reactions, prevents {general|common|basic} application of nitrene-transfer chemistry {to the|towards the|for the} synthesis of N-functionalized aziridines. {Here|Right here} we describe a {strategy|technique|method|approach|tactic} for the synthesis of N-aryl aziridines {based|primarily based} on 1) olefin aziridination with N-aminopyridinium reagents to afford N-pyridinium aziridines followed by {2|two}) Ni-catalyzed C–N cross-coupling {of the|from the|in the|on the|with the|of your} N-pyridinium aziridines with aryl boronic acids. The N-pyridinium aziridine intermediates also {participate in|take part in} ring-opening chemistry {with a|having a|using a} {variety of|number of|selection of} nucleophiles to afford 1,2-aminofunctionalization {products|goods|items|merchandise|solutions}. Preliminary mechanistic investigations indicate aziridine cross-coupling proceeds {via|by way of|through|by means of} a noncanonical mechanism involving initial aziridine opening promoted by the bromide counterion {of the|from the|in the|on the|with the|of your} Ni catalyst, C–N cross-coupling, and {finally|lastly|ultimately} aziridine reclosure. {Together|With each other|Collectively}, these {results|outcomes|final results|benefits} {provide|offer|supply|give|present|deliver} new {opportunities|possibilities} {to achieve|to attain} selective incorporation of generic aryl nitrene equivalents in organic molecules. Taltobulin intermediate-1 web Vanadium(IV)bis(acetylacetonato)oxide Formula PMID:34856019
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