54766-53-9Relevant academic research and scientific papers
Thermolysis and radiofluorination of diaryliodonium salts derived from anilines
Linstad, Ethan J.,Vāvere, Amy L.,Hu, Bao,Kempinger, Jayson J.,Snyder, Scott E.,DiMagno, Stephen G.
supporting information, p. 2246 - 2252 (2017/03/17)
Aniline-derived diaryliodonium salts were synthesized and functionalized in good to excellent yields by judicious utilization of electron-withdrawing protecting groups. This simple approach opens another route to radiolabeling amino arenes in relatively complex molecules, such as flutemetamol.
Iron-catalyzed aerobic oxidative amidation of tertiary amines with carboxylic acids
Ma, Lina,Li, Yuanming,Li, Zhiping
, p. 1310 - 1315 (2015/03/18)
An oxidative amidation of tertiary amines with carboxylic acids has been developed in the presence of FeCl3·6H2O as catalyst and oxygen as oxidant. A variety of tertiary amides were obtained in good to excellent yields from inexpensive and readily available reagents. The possible reaction pathways were investigated.
The copper-catalyzed aerobic oxidative amidation of tertiary amines
Cheng, Hui-Cheng,Hou, Wen-Jun,Li, Zeng-Wen,Liu, Ming-Yu,Guan, Bing-Tao
supporting information, p. 17596 - 17599 (2015/12/08)
A general and efficient method for the synthesis of tertiary amides has been developed via the copper-catalyzed aerobic oxidative amidation of tertiary amines. Due to the use of the O2 oxidant, various functional groups were well tolerated under the present conditions. Extensive substrates studies demonstrated its potential as a practical approach for the synthesis of tertiary amides.
Direct oxidative amidation between N,N-dimethylanilines and anhydrides using metal-organic framework [Cu2(EDB)2(BPY)] as an efficient heterogeneous catalyst
Dang, Giao H.,Nguyen, Thanh D.,Le, Dung T.,Truong, Thanh,Phan, Nam T.S.
, p. 1129 - 1137 (2014/11/12)
A crystalline porous metal-organic framework [Cu2(EDB) 2(BPY)] was synthesized and used as a heterogeneous catalyst for the direct oxidative amidation between N,N-dimethylanilines and anhydrides to form tertiary amides as the principal products. The [Cu2(EDB) 2(BPY)] exhibited similar activity as compared to that of [Cu 2(BDC)2(BPY)], [Cu2(BDC)2(DABCO)], MOF-143, and other common homogeneous salt catalysts. The optimal reaction conditions employed were [Cu2(EDB)2(BPY)] (10 % mol), TBHP (2 equiv), pyridine (1 equiv) in CH3CN at 80 °C over 2 h. The Cu2(EDB)2(BPY) could be separated from the reaction mixture by filtration, and could be recovered and reused several times without a significant degradation in catalytic activity and selectivity. Furthermore, generality of the optimal conditions was confirmed by employing various N,N-dimethylaniline and anhydride derivatives. Copyright
Amide bond formation through iron-catalyzed oxidative amidation of tertiary amines with anhydrides
Li, Yuanming,Ma, Lina,Jia, Fan,Li, Zhiping
, p. 5638 - 5646 (2013/07/26)
A general and efficient method for amide bond synthesis has been developed. The method allows for synthesis of tertiary amides from readily available tertiary amines and anhydrides in the presence of FeCl2 as catalyst and tert-butyl hydroperoxide in water (T-Hydro) as oxidant. Mechanistic studies indicated that the in situ-generated α-amino peroxide of tertiary amine and iminium ion act as key intermediates in this oxidative transformation.
Amide conformational switching induced by protonation of aromatic substituent
Yamasaki, Ryu,Tanatani, Aya,Azumaya, Isao,Saito, Shoichi,Yamaguchi, Kentaro,Kagechika, Hiroyuki
, p. 1265 - 1267 (2007/10/03)
(Matrix presented) Introduction of an electron-withdrawing group on the aromatic ring of N-methylacetanilide decreased the ratio of the cis conformer, and the ratio correlates well with the Hammett σ values of the substituents. These steric properties can be applied to achieve amide conformational swiching by protonation at the aromatic substituent of 4-[bis(dimethylamino)]-N-methylacetanilide or N-[p-(dimethylamino)phenyl]-N-phenylacetamide.
