An Efficient Radical Procedure for the Halogenation and Chalcogenation ofB-Alkylcatecholboranes
作者:Arnaud-Pierre Schaffner、Florian Montermini、Davide Pozzi、Vincent Darmency、Eoin Martin Scanlan、Philippe Renaud
DOI:10.1002/adsc.200700531
日期:2008.5.5
hydroboration of alkenes with catecholborane. The conversion of the intermediate B-alkylcatecholboranes to the corresponding halides, sulfides and selenides is based on a common process, i.e., generation of a radical from the alkylborane followed by abstraction of a heteroatom from an aromatic sulfonyl reagent. The efficiency of these radical reactions is remarkable. The mildness of the reaction conditions is well
描述了在温和的反应条件下将HX(X = Cl,Br,I,SR和SeR)高效有效地正式反马尔可夫添加到烯烃的方法。该程序基于烯烃与儿茶酚硼烷的硼氢化。中间体B-烷基儿茶酚硼烷向相应的卤化物,硫化物和硒化物的转化是基于通常的方法,即从烷基硼烷产生自由基,然后从芳族磺酰基试剂中提取杂原子。这些自由基反应的效率是惊人的。碘代烷烃的制备很好地说明了反应条件的温和性。尽管碘代烷烃在自由基反应条件下具有臭名昭著的反应活性,但未观察到产物降解。