366-04-1Relevant articles and documents
Merging Iridium-Catalyzed C-H Borylations with Palladium-Catalyzed Cross-Couplings Using Triorganoindium Reagents
Jayasundara, Chathurika R. K.,Gil-Negrete, José M.,Montero Bastidas, Jose R.,Chhabra, Arzoo,Martínez, M. Montserrat,Pérez Sestelo, José,Smith, Milton R.,Maleczka, Robert E.
, p. 751 - 759 (2021/12/27)
A versatile and efficient method to prepare borylated arenes furnished with alkyl, alkenyl, alkynyl, aryl, and heteroaryl functional groups is developed by merging Ir-catalyzed C-H borylations (CHB) with a chemoselective palladium-catalyzed cross-coupling of triorganoindium reagents (Sarandeses-Sestelo coupling) with aryl halides bearing a boronic ester substituent. Using triorganoindium cross-coupling reactions to introduce unsaturated moieties enables the synthesis of borylated arenes that would be difficult to access through the direct application of the CHB methodology. The sequential double catalyzed procedure can be also performed in one vessel.
Transition-Metal-Free Cross-Coupling of Aryl Halides with Arylstannanes
He, Qing,Wang, Liwen,Liang, Yong,Zhang, Zunting,Wnuk, Stanislaw F.
, p. 9422 - 9427 (2016/10/17)
Transition-metal-free LiCl-promoted cross-coupling reactions of tetraphenyltin, trichlorophenyl-, dichlorodiphenyl-, and chlorotriphenylstannanes with aryl halides in DMF provided access to biaryls in good to high yields. Up to four phenyl groups were transferred from the organostannanes substrates. The aryls bearing electron-withdrawing groups in either halides or organotin substrates gave coupling products in higher yields. The methodology has been applied for the efficient synthesis of ipriflavones.
A deacetylation-diazotation-coupling sequence: Palladium-catalyzed C-C bond formation with acetanilides as formal leaving groups
Schmidt, Bernd,Berger, Rene
supporting information, p. 463 - 476 (2013/05/08)
Acetanilides can be deacetylated and diazotized in situ, and subsequently used in Pd-catalyzed coupling reactions without isolation of the diazonium intermediate. Heck reactions, Suzuki crosscoupling reactions, and a Pd-catalyzed [2+2+1] cycloaddition hav
Nickel/magnesium-lanthanum mixed oxide catalyst in the Kumada-coupling
Kiss, Arpad,Hell, Zoltan,Balint, Maria
experimental part, p. 331 - 335 (2010/02/16)
A new, heterogeneous, magnesium-lanthanum mixed oxide solid base-supported nickel(ii) catalyst was developed. The catalyst was used successfully in the Kumada coupling of aryl halides, especially aryl bromides. The optimal reaction conditions of the coupling were determined.
Low-valent niobium-catalyzed reduction of α,α,α- trifluorotoluenes
Fuchibe, Kohei,Ohshima, Yoshitaka,Mitomi, Ken,Akiyama, Takahiko
, p. 1497 - 1499 (2008/02/02)
Equation presented In the presence of 5 mol % of niobium(V) chloride, α,α,α-trifluorotoluene derivatives were reduced with lithium aluminum hydride to give toluene derivatives in good yields. Stepwise, partial reduction of bis(trifluoromethyl)benzene derivative was also demonstrated.
Hydrodefluorinations by low-valent niobium catalyst
Fuchibe, Kohei,Ohshima, Yoshitaka,Mitomi, Ken,Akiyama, Takahiko
, p. 1158 - 1167 (2008/02/10)
Catalytic hydrodefluorinations of organofluorine compounds by low-valent niobium catalyst were developed. In the presence of niobium(V) chloride (typically, 5 mol%), fluorobenzenes, α,α,α-trifluorotoluenes and (trifluoromethyl)pyridines were hydrodefluorinated with lithium aluminum hydride to give the corresponding benzenes, toluenes and methylpyridines in good yields, respectively.
Lewis Acid-Induced Stereoselective Ene-Cyclization of ω-Unsaturated Trifluoromethylketones
Aubert, Corinne,Begue, Jean-Pierre,Bonnet-Delpon, Daniele
, p. 1835 - 1838 (2007/10/02)
Lewis acid-initiated ene-cyclization of ω-unsaturated trifluoromethylketones allows access to 1-trifluoromethyl cyclohexanols and their fused bicyclic derivatives.
