1282036-64-9Relevant academic research and scientific papers
Organic chemistry: A general alkyl-alkyl cross-coupling enabled by redox-active esters and alkylzinc reagents
Qin, Tian,Cornella, Josep,Li, Chao,Malins, Lara R.,Edwards, Jacob T.,Kawamura, Shuhei,Maxwell, Brad D.,Eastgate, Martin D.,Baran, Phil S.
, p. 801 - 805 (2016)
Alkyl carboxylic acids are ubiquitous in all facets of chemical science, from natural products to polymers, and represent an ideal starting material with which to forge new connections. This study demonstrates how the same activating principles used for decades to make simple C-N (amide) bonds from carboxylic acids with loss of water can be used to make C-C bonds through coupling with dialkylzinc reagents and loss of carbon dioxide. This disconnection strategy benefits from the use of a simple, inexpensive nickel catalyst and exhibits a remarkably broad scope across a range of substrates (>70 examples).
Nickel-catalyzed cross-coupling of unactivated alkyl halides using bis(pinacolato)diboron as reductant
Xu, Hailiang,Zhao, Chenglong,Qian, Qun,Deng, Wei,Gong, Hegui
, p. 4022 - 4029 (2013/09/23)
The use of bis(pinacolato)diboron as the terminal reductant allows the efficient Ni-catalyzed coupling of unactivated secondary and primary alkyl halides, generating the C(sp3)-C(sp3) coupling products in good yields. The mild cataly
Nickel-Catalyzed reductive cross-Coupling of unactivated alkyl halides
Yu, Xiaolong,Yang, Tao,Wang, Shulin,Xu, Hailiang,Gong, Hegui
supporting information; experimental part, p. 2138 - 2141 (2011/06/22)
A Ni-catalyzed reductive approach to the cross-coupling of two unactivated alkyl halides has been successfully developed. The reaction works efficiently for primary and secondary halides, with at least one being bromide. The mild reaction conditions allow for excellent functional group tolerance and provide the C(sp3)-C(sp3) coupling products in moderate to excellent yields.
