使用极少量的无膦钯醋酸盐进行 Heck 反应。

Flow Heck reactions using extremely low loadings of phosphine-free palladium acetate.

机构信息

Worldwide Research and Development, Pfizer Inc., Eastern Point Road, Groton, Connecticut 06340, USA.

出版信息

Org Lett. 2013 Sep 6;15(17):4342-5. doi: 10.1021/ol4018134. Epub 2013 Aug 12.

Abstract

High-yielding Heck reactions are demonstrated using 0.05 mol % Pd(OAc)2 without phosphine ligands. These reactions are run in a mesoscale flow reactor which allows precise control of reaction times and temperatures. Profiling yield and selectivity versus Pd loading shows 500 ppm to be optimal for aryl iodides; higher loadings favor side reactions caused by Pd(II) species. Aryl halides are examined via concise Design of Experiment to expand the scope and optimize conditions.

摘要

高产 Heck 反应在无需膦配体的情况下使用 0.05 mol% 的 Pd(OAc)2 进行。这些反应在中试规模的流动反应器中进行，可精确控制反应时间和温度。对产率和选择性与 Pd 负载量的关系进行分析表明，对于芳基碘化物而言，500 ppm 为最佳负载量；更高的负载量有利于由 Pd(II)物种引起的副反应。通过简洁的实验设计考察了芳基卤化物，以扩展反应范围并优化条件。