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

Journal of the Brazilian Chemical Society

Petzhold, Cesar L.¹  Universidade Federal do Rio Grande do Sul¹  Costa, Jesse S. da¹  Ceschi, Marco A.¹  Fonseca, Carlos V.¹  Gamba, Douglas¹  Pisoni, Diego S.¹  Oliveira, Eduardo R. de¹ 

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

DOI  :  10.1590/S0103-50532006000200015

学科分类：化学（综合）

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 b-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】

Unknown