Publication
Mild and Phosphine-Free Iron-Catalyzed Cross-Coupling of Nonactivated Secondary Alkyl Halides with Alkynyl Grignard Reagents
Publications associées (50)
Bimetallic Oxidative Addition Involving Radical Intermediates in Nickel-Catalyzed Alkyl-Alkyl Kumada Coupling Reactions
Xile Hu, Matthew Wodrich, Jan Breitenfeld, Jesus Ruiz
Many nickel-based catalysts have been reported for cross-coupling reactions of nonactivated alkyl halides. The mechanistic understanding of these reactions is still primitive. Here we report a mechanistic study of alkyl-alkyl Kumada coupling catalyzed by a ...
American Chemical Society2013Mechanistic Studies Related to Nickel-Catalyzed Alkyl-Alkyl Cross Coupling Reactions
Cross-coupling reactions of non-activated alkyl halides are potentially useful chemical transformations. At the same time, however, they are challenging due to a series of unproductive side reactions. Recently, significant progress has been made to overcom ...
EPFL2013C2-Selective Direct Alkynylation of Indoles
Jérôme Waser, Jonathan Brand, Gergely Laszlo Tolnai, Stephanie Ganss
The first C2-selective alkynylation of indoles using the hypervalent iodine reagent triisopropylsilylethyny1-1,2-benziodoxol-3(1H)-one (TIPS-EBX) with Pd(II) as a catalyst is described. This convenient and robust method gives a single-step access to substi ...
American Chemical Society2013Suzuki-Miyaura Cross-Coupling Reactions of Unactivated Alkyl Halides Catalyzed by a Nickel Pincer Complex
Xile Hu, Thomas Clément Di Franco, Nicolas Francis Michel Boutin
A nickel(II) pincer complex, [((N2N)-N-Me)Ni-Cl], was used to catalyze alkyl-alkyl and alkyl-aryl Suzuki-Miyaura coupling reactions of unactivated alkyl halides. The coupling of 9-alkyl-9-borabicyclo[3.3.1]nonane and 9-phenyl-9-borabicyclo[3.3.1]nonane rea ...
Georg Thieme Verlag2013Creating Tertiary and Quaternary Carbon Centers by Nickel and Copper-Catalyzed Cross-Coupling Reactions of Alkyl Electrophiles
Transition-metal-catalyzed C-C coupling reactions have been extensively studied in the past three decades. These reactions have become invaluable to fundamental research and industrial applications, because they can be used construct complicated molecules ...
EPFL2012Nickel-catalyzed diastereoselective alkyl-alkyl Kumada coupling
Xile Hu, Peng Ren, Pablo Marcelo Perez Garcia, Alessio Orsino
A nickel pincer complex is found to catalyze alkyl–alkyl Kumada coupling reactions of 1,3- and 1,4-substituted cyclohexyl halides and tetrahydropyrans with an excellent diastereoselectivity. The mechanistic investigation of the coupling reactions provides ...
American Chemical Society2012Nickamine: a general catalyst for cross coupling of alkyl halides and direct alkylation
A nickel pincer complex, Nickamine, is shown to be an active catalyst for a large number of reactions including cross coupling of non-activated alkyl halides and direct C-H alkylation of alkynes and aromatic heterocycles. This work was rewarded by the 2011 ...
2012Copper-catalyzed cross coupling of functionalized alkyl halides and tosylates with secondary and tertiary alkyl Grignard reagents
Xile Hu, Lucas-Alexandre Stern, Peng Ren
A copper-based method is highly efficient for the cross-coupling of alkyl electrophiles with secondary and tertiary alkyl Grignard reagents. The method is distinguished by its broad substrate scope and high functional group tolerance. ...
Wiley-V C H Verlag Gmbh2012Synthesis of Indoles by Copper-Catalyzed Heteroannulation of o-Aminophenylboronic Acid Pinacol Esters with β-Keto Esters
Qian Wang, Jieping Zhu, Ala Bunescu
Copper-catalyzed coupling of ortho-aminophenylboronic acid pinacol esters with β-ketoesters afforded, under mild base-free oxidative conditions, 2,3-disubstituted indoles featuring a key Chan-Lam type carbon-carbon bond forming reaction. ...
Georg Thieme Verlag Kg2012Para-Selective Gold-Catalyzed Direct Alkynylation of Anilines
A method for the para-selective alkynylation of anilines is reported using AuCl as catalyst and triisopropylsilylethynyl-1,2-benziodoxol-3(1H)-one (TIPS-EBX) as an electrophilic acetylene equivalent. Para-alkynyl anilines substituted at positions 2 or 3 we ...
American Chemical Society2012