57403-30-2Relevant academic research and scientific papers
Copper-Catalysed Electrophilic Amination of Aryl(alkenyl) Boronic Acids with Nitrogen-Containing Hypervalent Iodine (III) Reagent
Hu, Yuanyuan,Zheng, Songlin,Fan, Wu,Yuan, Weiming
supporting information, p. 4701 - 4707 (2021/08/23)
A copper-catalysed electrophilic N-imination of aryl(alkenyl) boronic acids with a stable hypervalent iodine(III) reagent containing a transferable (diarylmethylene)amino group is developed. The electrophilic C?N cross-coupling reaction proceeds smoothly at room temperature under oxidant-free and base-free conditions, which is further characterized by the broad functional group compatibility, thereof, extending the N-electrophile scope of electrophilic C?N cross-coupling outside the limitation of N?O and N?Cl reagents. (Figure presented.).
Synthesis of Stannylated Aryl Imines and Amines via Aryne Insertion Reactions into Sn?N Bonds
Kran, Eva,Mück-Lichtenfeld, Christian,Daniliuc, Constantin G.,Studer, Armido
, p. 9281 - 9285 (2021/05/31)
The reaction of in situ generated arynes with stannylated imines to provide ortho-stannyl-aniline derivatives is reported. The readily prepared trimethylstannyl benzophenone imine is introduced as an efficient reagent to realize the aryne σ-insertion reaction. The imine functionality is an established N-protecting group and insertions proceed with good yields and good to excellent regioselectivities. The product anilines are valuable starting materials for follow-up chemistry thanks to the rich chemistry offered by the trimethylstannyl moiety.
Facile synthesis of triarylmethanimine promoted by a lewis acidbase pair: Theoretical and experimental studies
Liu, Yan,Yang, Qiwu,Hao, Dongling,Zhang, Wenqin
, p. 1390 - 1395,6 (2020/09/02)
An efficient method for triarylmethanimine synthesis promoted by a Lewis acidbase pair (AlCl3Et3N) was designed using mechanistic analysis with the aid of density functional theory. A series of triarylmethanimines were successfully prepared under mild con
Expedient synthesis of functionalized triarylmethanols through tandem formation of geminal C-C and C-O bonds
Tian,Sui, Yi,Gu, Yonghong,Tian, Shi-Kai
supporting information, p. 3475 - 3479 (2013/02/22)
The rearrangement/oxidation of N,N-disubstituted anilines and the formal dehydrogenative cross-coupling of diarylmethanols with aniline derivatives have been developed for the preparation of symmetric and unsymmetric functionalized triarylmethanols. Both reactions proceed smoothly in trifluoroacetic acid in the presence of an inexpensive oxidant (manganese dioxide or potassium persulfate) and a catalytic amount of palladium diacetate to give a range of functionalized triarylmethanols in moderate to good yields and with extremely high regioselectivity. The two unprecedented reactions involve tandem formation of geminal C-C and C-O bonds, and they are synthetically useful, atom-efficient, and operationally simple.
Cu(OAc)2-mediated cross-coupling reaction of benzophenone N,N,N-trimethylhydrazonium salts and aryl boronic acids
Kitamura, Mitsuru,Tokuda, Yu,Tashiro, Norifumi,Okauchi, Tatsuo
, p. 1687 - 1690 (2013/03/13)
Cu(OAc)2-mediated coupling of benzophenone N,N,N- trimethylhydrazonium salts and aryl boronic acids proceeded to afford N-aryl imines.
N-substituted imines by the copper-catalyzed N-imination of boronic acids and organostannanes with O-acyl ketoximes
Liu, Songbai,Yu, Ying,Liebeskind, Lanny S.
, p. 1947 - 1950 (2008/02/02)
Catalytic quantities of copper(I) or copper(II) sources catalyze the N-imination of boronic acids and organostannanes through reaction with oxime O-carboxylates under nonbasic conditions. This method tolerates various functional groups and takes place efficiently using aryl, heteroaryl, and alkenyl boronic acids and stannanes.
Highly reactive, general, and long-lived catalysts for coupling heteroaryl and aryl chlorides with primary nitrogen nucleophiles
Shen, Qilong,Shekhar, Shashank,Stambuli, James P.,Hartwig, John F.
, p. 1371 - 1375 (2007/10/03)
Resisting pathways for decomposition followed by palladium complexes of monodentate ligands is one characteristic of the highly reactive but long-lived catalyst generated from the Josiphos ligand L and palladium. It catalyzes under mild conditions the coupling of primary amines with chloropyridines and chloroarenes in high yield with low catalyst loadings (see scheme).
