The nature of the halogen dramatically affects the properties of azomethine ylides derived from dihalocarbenes and the benzophenone Schiff bases of amino acid esters: dichloro- and chlorofluoroylides cyclise to give gem-dihaloaziridines 2a-e, while difluoroylides characteristically undergo ylide-ylide isomerisation and 1,3-dipolar cycloaddition.
A. F. Khlebnikov, M. S. Novikov and R. R. Kostikov, Mendeleev Commun., 1997, 7, 145 DOI: 10.1070/MC1997v007n04ABEH000797
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