19064-14-3Relevant articles and documents
Nickel-Catalyzed Esterification of Amides Under Mild Conditions
Li, Jun-Fei,Wang, Yao-Fang,Wu, Yuan-Yuan,Liu, Wen-Jing,Wang, Jun-Wen
, p. 874 - 880 (2019/11/13)
Abstract: The use of ligands to adjust the catalytic activity of the catalyst for esterification of amides is challenge in organic chemistry. In this paper, Nickel(II)-NHC-catalyzed the esterification reaction between N,N-di-Boc amide and alcohols at room temperature have been demonstrated. The imidazolium salt bearing a hydroxyl functionalized side arm showed high effective catalytic activity in the activation of the amide N–C bond in air atmosphere. Graphic Abstract: [Figure not available: see fulltext.].
Practical and economic lithiations of functionalized arenes and heteroarenes using Cy2NLi in the presence of Mg, Zn or La halides in a continuous flow
Becker, Matthias R.,Ganiek, Maximilian A.,Knochel, Paul
, p. 6649 - 6653 (2015/10/28)
The economic amide base lithium dicyclohexylamide (Cy2NLi) allows fast and convenient (40 s, 0°C) in situ trapping flow metalations of a broad range of functionalized arenes, heteroarenes and acrylate derivatives in the presence of various meta
The importance of the ortho effect in the solvolyses of 2,6-difluorobenzoyl chloride
Park, Kyoung-Ho,Kevill, Dennis N.
experimental part, p. 267 - 270 (2012/06/30)
The ortho effect of the chloro substituents in 2,6-dichlorobenzoyl chloride sufficiently hindered attack on the acyl carbon such that an ionization mechanism was observed over the full range of solvents studied. We now compare this behavior with that of 2,6-difluorobenzoyl chloride. The smaller fluoro substituents allow the dominant pathway to be addition-elimination (association-dissociation) in all solvents except those rich in fluoroalcohol, where ionization is dominant. Ranges of operation for both mechanisms had previously been observed for the parent benzoyl chloride but with a wider ionization range than for the 2,6-difluoro derivative. This indicates that, relative to the parent, the electronic destabilizing influence of the fluorines on acyl cation formation outweighs the steric retardation to attack because of the presence of the two ortho-fluorine atoms. An extended (two-term) Grunwald-Winstein equation treatment of the solvolyses of 2,6-difluorobenzoyl chloride is reported. Copyright