585524-77-2Relevant articles and documents
Cu-Catalyzed cross-coupling reactions of epoxides with organoboron compounds
Lu, Xiao-Yu,Yang, Chu-Ting,Liu, Jing-Hui,Zhang, Zheng-Qi,Lu, Xi,Lou, Xin,Xiao, Bin,Fu, Yao
supporting information, p. 2388 - 2391 (2015/02/05)
A copper-catalyzed cross-coupling reaction of epoxides with arylboronates is described. This reaction is not limited to aromatic epoxides, because aliphatic epoxides are also suitable substrates. In addition, N-sulfonyl aziridines can be successfully converted into the products. This reaction provides convenient access to β-phenethyl alcohols, which are valuable synthetic intermediates.
Ruthenium-catalyzed α-(hetero)arylation of saturated cyclic amines: Reaction scope and mechanism
Peschiulli, Aldo,Smout, Veerle,Storr, Thomas E.,Mitchell, Emily A.,Elias, Zdenek,Herrebout, Wouter,Berthelot, Didier,Meerpoel, Lieven,Maes, Bert U. W.
supporting information, p. 10378 - 10387 (2013/09/02)
Transition-metal-catalyzed sp3 C-H activation has emerged as a powerful approach to functionalize saturated cyclic amines. Our group recently disclosed a direct catalytic arylation reaction of piperidines at the α position to the nitrogen atom. 1-(Pyridin-2-yl)piperidine could be smoothly α-arylated if treated with an arylboronic ester in the presence of a catalytic amount of [Ru3(CO)12] and one equivalent of 3-ethyl-3-pentanol. A systematic study on the substrate and reagent scope of this transformation is disclosed in this paper. The effect of substitution on both the piperidine ring and the arylboronic ester has been investigated. Smaller (pyrrolidine) and larger (azepane) saturated ring systems, as well as benzoannulated derivatives, were found to be compatible substrates with the α-arylation protocol. The successful use of a variety of heteroarylboronic esters as coupling partners further proved the power of this direct functionalization method. Mechanistic studies have allowed for a better understanding of the catalytic cycle of this remarkable transformation featuring an unprecedented direct transmetalation on a RuII-H species. Copyright
Neopentylglycolborylation of aryl mesylates and tosylates catalyzed by Ni-based mixed-ligand systems activated with Zn
Wilson, Daniela A.,Wilson, Christopher J.,Moldoveanu, Costel,Resmerita, Ana-Maria,Corcoran, Patrick,Hoang, Lisa M.,Rosen, Brad M.,Percec, Virgil
supporting information; experimental part, p. 1800 - 1801 (2010/04/24)
(Chemical Presented) The mixed-ligand system NiCl2(dppp)/dppf is shown to be an effective catalyst for the neopentylglycolborylation of ortho-, meta-, and para-substituted electron-rich and electrondeficient aryl mesylates and tosylates. The ad