Monodentate Phosphorus Ligand-Enabled General Palladium-Catalyzed Allylic C-H Alkylation of Terminal Alkenes

被引:34
|
作者
Fan, Lian-Feng [1 ,2 ]
Wang, Pu-Sheng [1 ,2 ]
Gong, Liu-Zhu [1 ,2 ]
机构
[1] Univ Sci & Technol China, Hefei Natl Lab Phys Sci Microscale, Hefei 230026, Anhui, Peoples R China
[2] Univ Sci & Technol China, Dept Chem, Hefei 230026, Anhui, Peoples R China
关键词
FUNCTIONALIZATION; PHOSPHORAMIDITES; OLEFINS; PYRAZOL-5-ONES; ALLYLATION; OXIDATION; STRATEGY; COMPLEX;
D O I
10.1021/acs.orglett.9b02325
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Monodentate phosphorus ligands have been found to enable the palladium-catalyzed allylic C-H alkylation reaction of terminal alkenes with a wide variety of carbon nucleophiles. Moreover, an asymmetric allylic C-H alkylation of terminal alkenes with pyrazol-5-ones has been established in the presence of chiral phosphoramidite ligand and chiral phosphoric acid as co-catalyst. Mechanistic studies suggest that a ternary Pd(0) complex, coordinated with a monodentate phosphorus ligand, benzoquinone, and alkene, is most likely to be an active species.
引用
收藏
页码:6720 / 6725
页数:6
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