Hydrophosphinylation of Unactivated Terminal Alkenes Catalyzed by Nickel Chloride

被引:50
作者
Ortial, Stephanie [1 ]
Fisher, Henry C. [1 ]
Montchamp, Jean-Luc [1 ]
机构
[1] Texas Christian Univ, Dept Chem, Ft Worth, TX 76129 USA
基金
美国国家科学基金会;
关键词
KABACHNIK-FIELDS REACTION; PHOSPHORUS-CARBON BOND; MONOSUBSTITUTED PHOSPHINIC ACIDS; METAL-ASSISTED REACTIONS; CROSS-COUPLING REACTIONS; ALPHA-AMINOPHOSPHONATES; TRANSFER HYDROGENATION; REDUCTIVE ELIMINATION; SODIUM HYPOPHOSPHITE; PALLADIUM;
D O I
10.1021/jo4008749
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The room-temperature hydrophosphinylation of unactivated monosubstituted alkenes using phosphinates (ROP(O)H-2) and catalytic NiCl2 in the presence of dppe is described. The method is competitive with prior palladium-catalyzed reactions and uses a much cheaper catalyst and simple conditions. The scope of the reaction is quite broad in terms of unactivated terminal olefins, proceeds at room temperature, often avoids chromatographic purification, and allows one-pot conversion to various organophosphorus compounds.
引用
收藏
页码:6599 / 6608
页数:10
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