27347-14-4Relevant articles and documents
A novel, safe, and robust nitration process for the synthesis of 4-(4-methoxy-3-nitrophenyl)morpholine
Pingsheng, Zhang,Shankar, Ashish,Cleary, Thomas P.,Cedilote, Miall,Locklear, Dobbert,Pierce, Michael E.
, p. 861 - 864 (2007)
A novel nitration process was developed for the production of 4-(4-methoxy-3-nitrophenyl)morpholine. Crude 4-(4-methoxyphenyl-)morpholine produced in step 1 was converted to its nitric acid salt. The nitration reaction was carried out by adding a dichloro
SnCl4 and SbCl5 promoted aromatization of enamines
Bigdeli, Mohammad Ali,Rahmati, Abbas,Abbasi-Ghadim, Hossein,Mahdavinia, Gholam Hossein
, p. 4575 - 4578 (2007)
Aromatic amines have been synthesized efficiently from enamines using SnCl4 and SbCl5 in CH2Cl2 at room temperature.
A stable (amino)(phosphino)carbene as bidentate ligand for palladium and nickel complexes: Synthesis, structure, and catalytic activity
Teuma, Emmanuelle,Lyon-Saunier, Céline,Gornitzka, Heinz,Mignani, Gérard,Baceiredo, Antoine,Bertrand, Guy
, p. 5541 - 5545 (2005)
Two original complexes featuring an (amino)(phosphino)carbene η2-bonded to the metal have been obtained in 60% and 80% yields, by addition of the corresponding stable carbene to PdCl2(cod) and NiCl2(PPh3)2
Electrochemical Cross-Dehydrogenative Aromatization Protocol for the Synthesis of Aromatic Amines
Tao, Shao-Kun,Chen, Shan-Yong,Feng, Mei-Lin,Xu, Jia-Qi,Yuan, Mao-Lin,Fu, Hai-Yan,Li, Rui-Xiang,Chen, Hua,Zheng, Xue-Li,Yu, Xiao-Qi
supporting information, p. 1011 - 1016 (2022/02/05)
The introduction of amines onto aromatics without metal catalysts and chemical oxidants is synthetically challenging. Herein, we report the first example of an electrochemical cross-dehydrogenative aromatization (ECDA) reaction of saturated cyclohexanones and amines to construct anilines without additional metal catalysts and chemical oxidants. This reaction exhibits a broad scope of cyclohexanones including heterocyclic ketones, affording a variety of aromatic amines with various functionalities, and shows great potential in the synthesis of biologically active compounds.
IPr# - highly hindered, broadly applicable N-heterocyclic carbenes
Flach, Carol,Lalancette, Roger,Li, Guangchen,Mendelsohn, Richard,Meng, Guangrong,Szostak, Michal,Szostak, Roman,Zhao, Qun
, p. 10583 - 10589 (2021/08/20)
IPr (IPr = 1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene) represents the most important NHC (NHC = N-heterocyclic carbene) ligand throughout the field of homogeneous catalysis. Herein, we report the synthesis, catalytic activity, and full structural and electronic characterization of novel, sterically-bulky, easily-accessible NHC ligands based on the hash peralkylation concept, including IPr#, Np# and BIAN-IPr#. The new ligands have been commercialized in collaboration with Millipore Sigma: IPr#HCl, 915653; Np#HCl; 915912; BIAN-IPr#HCl, 916420, enabling broad access of the academic and industrial researchers to new ligands for reaction optimization and screening. In particular, the synthesis of IPr# hinges upon cost-effective, modular alkylation of aniline, an industrial chemical that is available in bulk. The generality of this approach in ligand design is demonstrated through facile synthesis of BIAN-IPr# and Np#, two ligands that differ in steric properties and N-wingtip arrangement. The broad activity in various cross-coupling reactions in an array of N-C, O-C, C-Cl, C-Br, C-S and C-H bond cross-couplings is demonstrated. The evaluation of steric, electron-donating and π-accepting properties as well as coordination chemistry to Au(i), Rh(i) and Pd(ii) is presented. Given the tremendous importance of NHC ligands in homogenous catalysis, we expect that this new class of NHCs will find rapid and widespread application.