189031-61-6Relevant academic research and scientific papers
Palladium-catalyzed allylic C-H amination of alkenes with N-fluorodibenzenesulfonimide: Water plays an important role
Xiong, Tao,Li, Yan,Mao, Lujia,Zhang, Qian
supporting information; experimental part, p. 2246 - 2248 (2012/03/27)
A new palladium-catalyzed highly regioselective allylic C-H amination of alkenes with NFSI in the presence of a catalytic amount of water was developed and successfully expanded to Selectfluor-mediated palladium-catalyzed aminations of alkenes with N-tosy
Palladium-catalyzed intermolecular aerobic oxidative amination of terminal alkenes: Efficient synthesis of linear allylamine derivatives
Liu, Guosheng,Yin, Guoyin,Wu, Liang
supporting information; body text, p. 4733 - 4736 (2009/02/06)
(Chemical Equation Presented) O2-coupledallylic C-H amination: A first general palladium-mediated intermolecular aerobic oxidative allylic amination was developed to synthesize linear (E)-allylimides with high regioselectivity (see scheme; MA = maleic anhydride). The proposed mechanism involves an allylic C-H activation with subsequent nitrogen nucleophile substitution. The catalytic system allows efficient dioxygen-coupled turnover without additional cocatalysts.
On the mechanism of carbohydroxypalladation of enynes. Additional insights on the cyclization of enynes with electrophilic metal complexes
Nevado, Cristina,Charruault, Lise,Michelet, Veronique,Nieto-Oberhuber, Cristina,Paz Munoz,Mendez, Maria,Rager, Marie-Noelle,Genet, Jean-Pierre,Echavarren, Antonio M.
, p. 706 - 713 (2007/10/03)
Different mechanisms have been proposed for the cyclization of enynes catalyzed by electrophilic metal halides or complexes. We present evidence to indicate that the previously reported "carbohydroxypalladation" and the "hydroxycyclization catalyzed by PtII" are closely related reactions. Thus, palladium complexes formed in situ from PdCl2 and trisulfonated phosphane TPPTS or cyclic phosphite P(OCH2)3CEt as the ligands catalyze the methoxy- or hydroxycyclization of enynes with selectivities similar to those observed with PtII complexes. Deuteration studies indicate that activation of the alkyne by PdII promotes an anti-addition of the alkene. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003.
On the faciality of intramolecular Palladium(0)-Catalysed 'metallo-ene-type' cyclisations
Oppolzer, Wolfgang,Stammen, Blanda
, p. 3577 - 3586 (2007/10/03)
The palladium-calalysed 'metallo-ene' step in a cyclisation/β-elimination reaction sequence has been shown to be suprafacial with respect to the olefinic component. This reaction has been applied to the synthesis of a trisubstituted exocyclic alkenyl pyrrolidine with complete stereocontrol.
