Dichotomous Reactivity of PCl5 and PBr5 Toward Cyclic Ketones: A One-Step Preparation of 1,1,2-Trichlorocycloalkanes

Dichotomous Reactivity of PCl5 and PBr5 Toward Cyclic Ketones: A One-Step Preparation of 1,1,2-Trichlorocycloalkanes

Small-ring cyclic ketones react with excess PCl 5 in CCl 4 (reflux, 1-3 d) to give the corresponding 1,1,2-trichlorocycloalkanes, but react with PBr 5 to give ketones brominated in the α-positions.

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Veröffentlicht in:Synthetic communications 1995-02, Vol.25 (4), p.485-501
Hauptverfasser: Brown, Alan B., Chronister, Chris W., Watkins, Diana M., Mazzaccaro, Richard J., Rajski, Scott R., Fountain, Martha G., McKay, Scott E., Gibson, Tracy L.
Format: Artikel
Sprache:eng
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Zusammenfassung:Small-ring cyclic ketones react with excess PCl 5 in CCl 4 (reflux, 1-3 d) to give the corresponding 1,1,2-trichlorocycloalkanes, but react with PBr 5 to give ketones brominated in the α-positions.
ISSN:0039-7911
1532-2432
DOI:10.1080/00397919508011382