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.].
Noncovalent Interactions in Ir-Catalyzed C-H Activation: L-Shaped Ligand for Para-Selective Borylation of Aromatic Esters
Hoque, Md Emdadul,Bisht, Ranjana,Haldar, Chabush,Chattopadhyay, Buddhadeb
supporting information, p. 7745 - 7748 (2017/06/21)
An efficient strategy for the para-selective borylation of aromatic esters is described. For achieving high para-selectivity, a new catalytic system has been developed modifying the core structure of the bipyridine. It has been proposed that the L-shaped ligand is essential to recognize the functionality of the oxygen atom of the ester carbonyl group via noncovalent interaction, which provides an unprecedented controlling factor for para-selective C-H activation/borylation.
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
Facile preparation of aromatic esters from aromatic bromides with ethyl formate or DMF and molecular iodine via aryllithium
Ushijima, Sousuke,Moriyama, Katsuhiko,Togo, Hideo
experimental part, p. 4701 - 4709 (2012/07/28)
Various aromatic bromides were treated with n-BuLi and subsequently with ethyl formate, followed by the reaction with ethanol and molecular iodine in the presence of K2CO3 to provide the corresponding aromatic ethyl esters in good yields. Moreover, aromatic bromides could be transformed into the corresponding aromatic methyl esters in good yields by the treatment with n-BuLi and subsequently with DMF, followed by the reaction with methanol, molecular iodine, and K2CO3. Some aromatics could be also converted into the corresponding aromatic esters in good yields by the treatment with n-BuLi, and subsequently with ethyl formate or DMF, followed by the reaction with molecular iodine and K2CO3. The present reactions offer a novel route for the transition-metal-free, carbon-monoxide-free, and therefore environmentally benign one-pot conversion of aromatic bromides and aromatics into aromatic esters.
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
Quinoxaline biphenyl angiotensin II inhibitors
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, (2008/06/13)
Angiotensin II inhibition is exhibited by STR1 wherein: X is --CH2 -- or O; R is hydrogen, alkyl, aryl, cycloalkyl, aralkyl, or cycloalkylalkyl; R1 and R2 are each independently O or absent; R3 is hydrogen, alkyl, alkenyl, alkoxy, cycloalkyl, aryl, aralkyl, cycloalkylalkyl, halo, haloalkyl, or haloalkoxy; R4 is hydrogen, alkyl, alkenyl, alkoxy, aryl, cycloalkyl, aralkyl, cycloalkylalkyl, --R8 --OH, or --R8 CO2 R9 ; and the remaining symbols are as defined in the specification.
Quinoxaline N-oxide containing potent angiotensin II receptor antagonists: Synthesis, biological properties, and structure-activity relationships
Kyoung Soon Kim,Qian,Bird,Dickinson,Moreland,Schaeffer,Waldron,Delaney,Weller,Miller
, p. 2335 - 2342 (2007/10/02)
A series of novel quinoxaline heterocycle containing angiotensin II receptor antagonist analogs were prepared. This heterocycle was coupled to the biphenyl moiety via an oxygen atom linker instead of a carbon atom. Many of these analogs exhibit very poten