Suzuki-Miyaura cross-coupling reactions of potassium vinyltrifluoroborate with aryl and heteroaryl electrophiles

Suzuki-Miyaura cross-coupling reactions of potassium vinyltrifluoroborate with aryl and heteroaryl electrophiles
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DOI:
10.1021/jo0617013
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发表时间:
2006-12-22
影响因子:
3.6
通讯作者:
Brown, Adam R.
Brown, Adam R.
中科院分区:
化学2区
文献类型:
--
作者:
Molander, Gary A.;Brown, Adam R.

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我们以前曾报道过,钯催化的乙烯基三氟硼酸钾与芳基亲电试剂的交叉偶联反应以良好的产率进行。在这里,我们描述了最近的进展,优化反应,以及概述的范围和限制的反应。交叉偶联反应通常可以使用2摩尔%的PdCl 2和6摩尔%的PPh 3作为催化剂体系在THF/H2O中以Cs2 CO 3作为碱进行。在多种官能团存在的情况下,可获得中等至良好的产率。
We have previously reported that the palladium-catalyzed cross-coupling reaction of potassium vinyltrifluoroborate with aryl electrophiles proceeds with good yields. Herein, we describe recent progress in optimizing the reaction, as well as outlining the scope and limitations of the reaction. The cross-coupling reaction can generally be effected using 2 mol % of PdCl2 and 6 mol % of PPh3 as a catalyst system in THF/H2O with Cs2CO3 as a base. Moderate to good yields are obtained in the presence of a variety of functional groups.