52191-71-6Relevant academic research and scientific papers
Electrocatalytic Oxidative Coupling of Methylquinolines on TEMPO-modified Graphite Felt Electrodes
Kashiwagi, Yoshitomo,Ono, Hiroaki,Osa, Tetsuo
, p. 257 - 260 (1993)
2- and 4-Methylquinolines were oxidized to 2,2'-dimethyl-4,4'-biquinolyl and 4,4'-dimethyl-2,2'-biquinolyl, respectively, both in ca. 94percent isolated yield and ca. 90percent current efficiency on a graphite felt electrode coated with a thin poly(acrylic acid) layer containing 4-amino-2,2,6,6-tetramethylpiperidinyl-1-oxyl (4-amino-TEMPO).The reaction proceeds via electrocatalytic oxidation of the modified-TEMPO species.The electrode was not inactivated during electrolysis and could be used repeatedly.
Efficient cobalt-catalyzed formation of unsymmetrical biaryl compounds and its application in the synthesis of a sartan intermediate
Amatore, Muriel,Gosmini, Corinne
supporting information; experimental part, p. 2089 - 2092 (2009/02/06)
(Chemical Equation Presented) No prior preparation of the organometallic reagent is required in a cobalt-catalyzed coupling of two different aryl halides under mild conditions (see scheme). A broad spectrum of valuable biaryl compounds can be prepared in this way. Not only may a variety of reactive substituents be present, but heteroaryl halides and aryl triflates are also suitable substrates. DMF = N,N-dimethylformamide, FG = functional group.
A Convenient Synthetic Route to bis-Heteroaromatic and bis-Heterocyclic Compounds Promoted by Liganded Nickel Complex Reducing Agents.
Forst, Yves,Becker, Sandrine,Caubere, Paul
, p. 11893 - 11902 (2007/10/02)
A number of nitrogen, sulfur or oxygen containing bis-heteroaromatic or bis-heterocyclic derivatives have been synthesized in good to excellent yields by homocoupling of the corresponding halogenated compounds in the presence of liganded (triphenylphosphine or 2,2'-bipyridine) nickel Complex Reducing Agents in THF or DME at 63 deg C.
ACTIVATION OF REDUCING AGENTS. SODIUM HYDRIDE CONTAINING COMPLEX REDUCING AGENTS 23. SYMMETRICAL COUPLING OF NITROGEN-CONTAINING HETEROCYCLIC HALIDES
Vanderesse, R.,Lourak, M.,Fort, Y.,Caubere, P.
, p. 5483 - 5486 (2007/10/02)
The preparation of NiCRA (NaH-tBuONa-Ni(OAc)2) in the presence of PPh3 leads to a reagent (termed NiCRA-PPh3) which is shown to be one of the most efficient Ni containing reagents reported so far for the homocoupling of heteroaromatic halides.
Studies on Pyrimidine Derivatives. XXXVIII. Cross-Coupling Reaction of N-Heteroaryl Iodides with Ethoxycarbonylmethylzinc Bromide in the Presence of Palladium Catalyst
Yamanaka, Hiroshi,An-naka, Masayuki,Kondo, Yoshinori,Sakamoto, Takao
, p. 4309 - 4313 (2007/10/02)
In the presence of tetrakis(triphenylphosphine)palladium, 2-iodo-4,6-dimethylpyrimidine and 4-iodo-2,6-dimethylpyrimidine reacted with ethoxycarbonylmethylzinc bromide (Reformatsky reagent) to give ethyl 4,6-dimethyl-2-pyrimidineacetate and ethyl 2,6-dimethyl-4-pyrimidineacetate, respectively.In contrast, the reaction of 5-iodo-2,4-dimethylpyrimidine with the same reagent resulted in recovery of the starting iodide.Similar results were observed in the reactions of various N-heteroaryl iodides.Keywords - Reformatsky reagent; cross-coupling reaction; N-heteroaryl halide; N-heteroarylacetic acid; palladium catalyst; ethyl bromoacetate
