InCl3/NaClO: a reagent for allylic chlorination of terminal olefins

Journal of the Brazilian Chemical Society

Diego S. Pisoni¹  Douglas Gamba¹  Carlos V. Fonseca¹  Jesse S. Da Costa¹  Cesar L. Petzhold¹  Eduardo R. De Oliveira¹  Marco A. Ceschi¹ 

[1] ,Universidade Federal do Rio Grande do Sul Instituto de Química

关键词: allylic chlorination;    indium trichloride;    sodium hypochorite;   

DOI  :  10.1590/S0103-50532006000200015

来源: SciELO

【 摘 要 】

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.

【 授权许可】

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