Dichotomous reactivity of PCl5 and PBr5 toward cyclic ketones: A one-step preparation of 1,1,2-trichlorocycloalkanes

Article abstract of DOI:10.1080/00397919508011382

Small-ring cyclic ketones react with excess PCl₅ in CCl₄ (reflux, 1-3 d) to give the corresponding 1,1,2-trichlorocycloalkanes, but react with PBr₅ to give ketones brominated in the α-positions.

Full text of DOI:10.1080/00397919508011382

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Synthetic Communications: An
International Journal for Rapid
Communication of Synthetic
Organic Chemistry
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Dichotomous Reactivity
of PCl5 and PBr5 Toward
Cyclic Ketones: A One-
Step Preparation of 1,1,2-
Trichlorocycloalkanes
Alan B. Brown a , Chris W. Chronister a , Diana M.
Watkins a , Richard J. Mazzaccaro a , Scott R. Rajski
a , Martha G. Fountain a , Scott E. McKay a & Tracy L.
Gibson a
a Department of Chemistry , Florida Institute of
Technology , Melbourne, FL, 32901
Published online: 23 Sep 2006.
To cite this article: Alan B. Brown , Chris W. Chronister , Diana M. Watkins , Richard
J. Mazzaccaro , Scott R. Rajski , Martha G. Fountain , Scott E. McKay & Tracy L.
Gibson (1995) Dichotomous Reactivity of PCl5 and PBr5 Toward Cyclic Ketones: A
One-Step Preparation of 1,1,2-Trichlorocycloalkanes, Synthetic Communications: An
International Journal for Rapid Communication of Synthetic Organic Chemistry, 25:4,
485-501, DOI: 10.1080/00397919508011382
To link to this article: http://dx.doi.org/10.1080/00397919508011382
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