Easily available disubstituted cyclobutenes were regioselectively halogenated at the allylic position by means of a reaction with bromine. The regioselectivity of bromination is controlled by the presence of a carbocation-stabilizing group. The prepared disubstituted 3-bromocyclobutenes were converted into the corresponding disubstituted cyclobutenones. On the basis of the performed experiments, the mechanism behind the bromination reaction was also proposed.

Department of Organic Chemistry University of Chemistry and Technology Prague Technická 5 166 28 Prague 6 Czech Republic

Department of Solid State Chemistry University of Chemistry and Technology Prague Technická 5 166 28 Prague 6 Czech Republic

Laboratory of NMR Spectroscopy University of Chemistry and Technology Prague Technická 5 166 28 Prague 6 Czech Republic

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