- A new method for high-yield cyclopalladation of primary and secondary amines. Atom-efficient open-to-air inexpensive synthesis of Buchwald-type precatalysts
-
A new method for high-yield cyclopalladation of primary and secondary amines involving the corresponding ammonium triflates, instead of the amines generally employed, is reported. The method is applied for the synthesis of Buchwald-type precatalysts [Pd(C,N-C6H4CH 2CH(R′)NHR-2)X(phosphine)] that can be easily prepared by reaction of Pd(OAc)2, 1 equiv of the ammonium triflate [PhCH 2CH(R′)NH2R]OTf, and an excess of NaX and then treating the resulting complexes [Pd2(C,N-C6H 4CH2CH(R′)NHR-2)2(μ-X)2] with the appropriate phosphine. This new method has several advantages over Buchwald's reported synthesis.
- Vicente, Jose,Saura-Llamas, Isabel,Oliva-Madrid, Maria-Jose,Garcia-Lopez, Jose-Antonio,Bautista, Delia
-
p. 4624 - 4631
(2011/11/07)
-
- A new class of easily activated palladium precatalysts for facile C-N cross-coupling reactions and the low temperature oxidative addition of aryl chlorides
-
A new class of one-component Pd precatalysts bearing biarylphosphine ligands is described. These precatalysts are air- and thermally stable, are easily activated under normal reaction conditions at or below room temperature, and ensure the formation of the highly active monoligated Pd(0) complex necessary for oxidative addition. The use of these precatalysts as a convenient source of LPd(0) in C-N cross-coupling reactions is explored. The reactivity that is demonstrated in this study is unprecedented in palladium chemistry. Copyright
- Biscoe, Mark R.,Fors, Brett P.,Buchwald, Stephen L.
-
p. 6686 - 6687
(2008/12/22)
-