incl3/naclo: a reagent for allylic chlorination of terminal olefins
;Pisoni Diego S.;Gamba Douglas;Fonseca Carlos V.;Costa Jesse S. da;Petzhold Cesar L.;Oliveira Eduardo R. de;Ceschi Marco A.
british journal of dermatology2006Vol. 17pp. 321-327
157
s.2006journalincl3/naclo:
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.