incl3/naclo: a reagent for allylic chlorination of terminal olefins

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ID: 129873
2006
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Abstract
Indium trichloride promotes the chlorination of terminal olefins in the presence of sodium hypochlorite with good results. Carvone was chosen as a model compound to examine some of the general features of this reaction, such as stoichiometry, temperature, reaction time and product conversion. Treatment of beta-pinene with sodium hypochlorite in the presence of indium trichloride resulted in a facile rearrangement to selectively yield perillyl chloride, which is an important precursor for C-7 oxygenated limonenes.
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Authors ;Pisoni Diego S.;Gamba Douglas;Fonseca Carlos V.;Costa Jesse S. da;Petzhold Cesar L.;Oliveira Eduardo R. de;Ceschi Marco A.
Journal british journal of dermatology
Year 2006
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