80998-89-6Relevant academic research and scientific papers
Deaminative Reductive Cross-Electrophile Couplings of Alkylpyridinium Salts and Aryl Bromides
Liao, Jennie,Basch, Corey H.,Hoerrner, Megan E.,Talley, Michael R.,Boscoe, Brian P.,Tucker, Joseph W.,Garnsey, Michelle R.,Watson, Mary P.
supporting information, p. 2941 - 2946 (2019/04/30)
A nickel-catalyzed reductive cross-coupling of alkylpyridinium salts and aryl bromides has been developed using Mn as the reductant. Both primary and secondary alkylpyridinium salts can be used, and high functional group and heterocycle tolerance is observed, including for protic groups. Mechanistic studies indicate the formation of an alkyl radical, and controlling its fate was key to the success of this reaction.
Nickel-catalyzed anti-Markovnikov hydroarylation of alkenes
Nguyen, Julia,Chong, Andrea,Lalic, Gojko
, p. 3231 - 3236 (2019/03/21)
We have developed a nickel-catalyzed hydroarylation of alkenes using aryl halides as coupling partners. Excellent anti-Markovnikov selectivity is achieved with aryl-substituted alkenes and enol ethers. We also show that hydroarylation occurs with alkyl substituted alkenes to yield linear products. Preliminary examination of the reaction mechanism suggests irreversible hydrometallation as the selectivity determining step of the hydroarylation.
Electrochemical Acceptorless Dehydrogenation of N-Heterocycles Utilizing TEMPO as Organo-Electrocatalyst
Wu, Yong,Yi, Hong,Lei, Aiwen
, p. 1192 - 1196 (2018/02/14)
Catalytic acceptorless dehydrogenation (CAD) has been a basically important organic transformation to ubiquitous unsaturated compounds without the usage of a sacrificial hydrogen acceptor. In this work, we successfully developed the first electrochemical acceptorless dehydrogenation (ECAD) of N-heterocycles using TEMPO as the organo-electrocatalyst. We have achieved the catalytic dehydrogenation of N-heterocycles in an anode and the release of H2 in a cathode using an undivided-cell system. A variety of six-membered and five-membered nitrogen-heteroarenes can be synthesized in good yields in this system. In addition, this protocol can also be used in the application of important molecular synthesis. Our electrochemical strategy provides a mild and metal-free route for (hetero)aromatic compounds synthesis via the CAD strategy.
Hydrosilylation of internal alkynes catalyzed by tris- Imidazolium salt-Stabilized palladium nanoparticles
Planellas, Marc,Guo, Wusheng,Alonso, Francisco,Yus, Miguel,Shafir, Alexandr,Pleixats, Roser,Parella, Teodor
supporting information, p. 179 - 188 (2014/03/21)
Palladium nanoparticles stabilized with tris-imidazolium tetrafluoroborates catalyze the stereoselective hydrosilylation of internal alkynes in a dry inert atmosphere to give (E)-vinylsilanes in excellent yields. In the presence of controlled amounts of water a transfer hydrogenation reaction takes place with the formation of (Z)-alkenes or the corresponding alkanes.
