Radical Alkylphosphanylation of Olefins with Stannylated or Silylated Phosphanes and Alkyl Iodides
Radical Alkylphosphanylation of Olefins with Stannylated or Silylated Phosphanes and Alkyl Iodides
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DOI：
10.1021/ol200483p
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发表时间：
2011-05-06
期刊：
影响因子：
5.2
通讯作者：
Studer, Armido
中科院分区：
文献类型：
--
作者：
Lamas, Marie-Celine;Studer, Armido
描述了由相应的烷基碘衍生的二级和三级烷基与活性烯烃的分子间共轭自由基加成反应，如α，β-不饱和酯、酰胺、酰亚胺、腈和砜。加合物自由基被二苯基(三甲基锡基)膦或商业上可获得的二苯基(三甲基硅基)膦作为链转移试剂捕获，以中等到良好的产率得到相应的磷酰化产物。整个过程包括C-C，然后是C-P键的形成。
Intermolecular conjugate radical addition reactions of secondary and tertiary alkyl radicals derived from the corresponding alkyl iodides to activated olefins such as alpha,beta-unsaturated esters, amides, imides, nitriles, and sulfones are described. The adduct radicals are trapped by either diphenyl(trimethylstannyl)phosphane or the commercially available diphenyl(trimethylsilyl)phosphane as chain transfer reagents to give the corresponding phosphanylated products in moderate to good yields. The overall process comprises a C-C followed by a C-P bond formation.