Bismuth chloride mediated allylation of carbonyl compounds in aqueous media: a mechanistic investigation
作者:B.D. Jadhav、S.K. Pardeshi
DOI:10.1016/j.tetlet.2014.07.031
日期:2014.8
The bismuth chloride mediated, aluminum promoted aqueous Barbier type coupling of allyl unit with carbonyl compounds which gives the corresponding homoallyl alcohol is studied. The transient in situ generated allylbismuth(III) bromide intermediate was studied by 1H NMR and GCMS for mechanistic study of allylation. The role of solvent, temperature, and additives in their formation is also studied. The
研究了氯化铋介导的,铝促进的烯丙基单元与羰基化合物的水性Barbier型偶联,从而得到相应的均烯丙基醇。通过1 H NMR和GCMS研究了瞬态原位生成的溴化烯丙基溴(III)中间体,用于烯丙基化的机理研究。还研究了溶剂,温度和添加剂在其形成中的作用。结果表明,反应性最高的中间物种是CH 2 CHCH 2 BiBr 2,它以良好的产率介导具有不同取代基的醛和酮的烯丙基化。