期刊
ACS CATALYSIS
卷 2, 期 6, 页码 1033-1041出版社
AMER CHEMICAL SOC
DOI: 10.1021/cs300097v
关键词
heteroarenes; aryl chlorides; C-H bond functionalization; palladium; ferrocenylphosphane; ligand design
资金
- ANR [ANR-09-CP2D-03 CAMELOT]
- Rennes Metropole
- Region Bourgogne/CNRS
The palladium-catalyzed direct arylations at C3 or C4 positions of heteroaromatics are known to be more challenging than at C2 or CS positions. Aryl chlorides are also challenging substrates for direct arylation of heteroaromatics. We observed that in the presence of a palladium-catalyst combining only 0.5 mol % of Pd(OAc)(2) with the sterically relieved new ferrocenyl diphosphane Sylphos, the direct arylation at C3 or C4 of oxazoles, a benzofuran, an indole, and a pyrazole was found to proceed in moderate to high yields using a variety of electron deficient aryl chlorides. Turnover numbers up to 176 have been obtained with this catalyst. Assessment of the electron-donating properties of Sylphos from electrochemical studies and (1)J(PSe) measurement on its selenide derivative indirectly indicated that the influence of steric properties of Sylphos and in particular a less sterically congested environment at phosphorus due to a methylene spacer-are certainly dominant in its catalytic performance.
作者
我是这篇论文的作者
点击您的名字以认领此论文并将其添加到您的个人资料中。
推荐
暂无数据