1530-26-3Relevant articles and documents
Ruthenium(II)-catalyzed olefination: Via carbonyl reductive cross-coupling
Wei, Wei,Dai, Xi-Jie,Wang, Haining,Li, Chenchen,Yang, Xiaobo,Li, Chao-Jun
, p. 8193 - 8197 (2017/11/27)
Natural availability of carbonyl groups offers reductive carbonyl coupling tremendous synthetic potential for efficient olefin synthesis, yet the catalytic carbonyl cross-coupling remains largely elusive. We report herein such a reaction, mediated by hydrazine under ruthenium(ii) catalysis. This method enables facile and selective cross-couplings of two unsymmetrical carbonyl compounds in either an intermolecular or intramolecular fashion. Moreover, this chemistry accommodates a variety of substrates, proceeds under mild reaction conditions with good functional group tolerance, and generates stoichiometric benign byproducts. Importantly, the coexistence of KOtBu and bidentate phosphine dmpe is vital to this transformation.
Palladium-catalysed cross-coupling reactions of triorganoindium reagents with alkenyl halides
Riveiros, Ricardo,Saya, Lucia,Sestelo, Jose Perez,Sarandeses, Luis A.
experimental part, p. 1959 - 1966 (2009/04/03)
The regio- and stereoselectivity of the palladium-catalysed cross-coupling reactions of indium organometallics with stereodefined 1-haloalkenes and 1,1-dihaloalkenes have been studied. Triorganoindium reagents (R3In; R = alkyl, alkenyl, aryl an
Ni- or Cu-catalyzed cross-coupling reaction of alkyl fluorides with grignard reagents
Terao, Jun,Ikumi, Aki,Kuniyasu, Hitoshi,Kambe, Nobuaki
, p. 5646 - 5647 (2007/10/03)
n-Octyl fluoride underwent a cross-coupling reaction with n-propylmagnesium bromide in the presence of 1,3-butadiene using NiCl2 as a catalyst at room temperature to give undecane in moderate yields. This alkyl-alkyl cross-coupling proceeded more efficiently when CuCl2 was employed instead of NiCl2. Addition of 1,3-butadiene dramatically improved the yields of the coupling products from primary alkyl Grignard reagents in both Ni- and Cu-catalyzed reactions. Alkyl fluorides efficiently reacted with tertiary alkyl and phenyl Grignard reagents using CuCl2 in the absence of 1,3-butadiene to afford the coupling products in high yields. The competitive reaction of a mixture of alkyl halides (R-X; X = F, Cl, Br) with nC5H11MgBr showed that the reactivities of the halides increase in the order R-Cl R-F R-Br. In contrast, in the Cu-catalyzed reaction with PhMgBr, the reactivities increase in the order R-Cl R-Br R-F. Copyright
