3307-20-8Relevant academic research and scientific papers
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.
Harnessing Alkyl Amines as Electrophiles for Nickel-Catalyzed Cross Couplings via C-N Bond Activation
Basch, Corey H.,Liao, Jennie,Xu, Jianyu,Piane, Jacob J.,Watson, Mary P.
supporting information, p. 5313 - 5316 (2017/04/27)
We developed a strategy to harness alkyl amines as alkylating agents via C-N bond activation. This Suzuki-Miyaura cross coupling of alkylpyridinium salts, readily formed from primary amines, is the first example of a metal-catalyzed cross coupling via C-N bond activation of an amine with an unactivated alkyl group. This reaction enjoys broad scope and functional group tolerance. Primary and secondary alkyl groups can be installed. Preliminary studies suggest a NiI/NiIII catalytic cycle.
Novel Synthetic Route to Aryl Alkanes from Aromatic Aldehydes and Ketones. Novel Geminal Dialkylation of the Carbonyl Group of Aromatic Aldehydes and Ketones
Krief, Alain,Clarembeau, M.,Barbeaux, Ph.
, p. 457 - 458 (2007/10/02)
Benzyl-lithiums, readily available from benzyl methyl selenides and alkyl-lithiums, are efficiently alkylated; this reaction allows the geminal dialkylation of the carbonyl groups of aromatic aldehydes and ketones and the geminal aryl-alkylation of aliphatic analogues.
