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Experimental analysis reveals cycloaddition products in fluorinated nitrones with arylacetylenes, suggesting deeper reactions may exist.
The course of the reactions of acetylenes with fluorinated nitrones in the presence of Zn(OTf)2 and Et2Zn was investigated. The formation of hydroxylamines and/or 1,2-oxazolines as products was observed. The desired hydroxylamines were formed as main products if reactions were carried out with the usage of Et2Zn. In order to explain the obtained results, quantum mechanical calculations of the reaction paths leading to both products were carried out. Further research allowed us to develop the enantioselective variant of described reactions with the usage of enantiomerically pure AziPhenol ligand bearing chiral aziridine scaffold.
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Jarzyński et al. (2025) studied this question.
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