1282036-59-2Relevant academic research and scientific papers
Redox-Active Esters in Fe-Catalyzed C-C Coupling
Toriyama, Fumihiko,Cornella, Josep,Wimmer, Laurin,Chen, Tie-Gen,Dixon, Darryl D.,Creech, Gardner,Baran, Phil S.
, p. 11132 - 11135 (2016/10/12)
Cross-couplings of alkyl halides and organometallic species based on single electron transfer using Ni and Fe catalyst systems have been studied extensively, and separately, for decades. Here we demonstrate the first couplings of redox-active esters (both isolated and derived in situ from carboxylic acids) with organozinc and organomagnesium species using an Fe-based catalyst system originally developed for alkyl halides. This work is placed in context by showing a direct comparison with a Ni catalyst for >40 examples spanning a range of primary, secondary, and tertiary substrates. This new C-C coupling is scalable and sustainable, and it exhibits a number of clear advantages in several cases over its Ni-based counterpart.
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.
