937808-26-9Relevant academic research and scientific papers
Achieving Aliphatic Amine Addition to Arylalkynes via the Lewis Acid Assisted Triazole-Gold (TA-Au) Catalyst System
Jia, Teng,Fan, Shengyu,Li, Fengmian,Ye, Xiaohan,Zhang, Wenke,Song, Zhiguang,Shi, Xiaodong
, p. 6019 - 6023 (2021/08/03)
Transition metal catalyzed intermolecular hydroamination of the arylalkynes with aliphatic amine is generally problematic due to the good coordination between amine and metal cation. With the combination of 1,2,3-triazole coordinated gold(I) catalyst (TA-Au) and Zn(OTf)2 cocatalyst, this challenging transformation was achieved with good to excellent yields and regioselectivity. Compared to previously reported methods, this approach offered an alternative catalyst system to achieve this fundamental chemical transformation with high efficiency and practical conditions.
Tertiary amine synthesis: Via reductive coupling of amides with Grignard reagents
Xie, Lan-Gui,Dixon, Darren J.
, p. 7492 - 7497 (2017/10/30)
A new iridium catalyzed reductive coupling reaction of Grignard reagents and tertiary amides affording functionalised tertiary amine products via an efficient and technically-simple one-pot, two-stage experimental protocol, is reported. The reaction-which can be carried out on gram-scale using as little as 1 mol% Vaska's complex [IrCl(CO)(PPh3)2] and TMDS as the terminal reductant for the initial reductive activation step-tolerates a broad range of tertiary amides from (hetero)aromatic to aliphatic (branched, unbranched and formyl) and a wide variety of alkyl (linear, branched), vinyl, alkynyl and (hetero)aryl Grignard reagents. The new methodology has been applied directly to bioactive molecule synthesis and the high chemoselectivity of the reductive coupling of amide has been exploited in late stage functionalization of drug molecules. This reductive functionalisation of tertiary amides provides a new and practical solution to tertiary amine synthesis.
Cu-Catalyzed electrophilic amination of internal alkynes via hydroalumination
Yoon, Hongju,Kim, Yuna,Lee, Yunmi
, p. 790 - 795 (2017/02/05)
A straightforward and efficient method for the synthesis of 1,2-diaryl-substituted enamines through the Cu-catalyzed electrophilic amination reaction of O-benzoyl hydroxylamines with vinylaluminum reagents generated in situ from the Ni-catalyzed hydroalumination of readily accessible internal aryl acetylenes is described. The amination is catalyzed by 1 mol% CuCl without any additive at ambient temperature to afford new versatile enamines in good yield (61-91%) with high selectivity (>98% E-enamine).
Hydrogenated acridine derivative and its application
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Paragraph 0133; 0134; 0135; 0138, (2016/10/08)
The invention relates to the field of chemical synthesis, and particularly relates to a compound with the general formula being Y-L-X and an application of the compound serving as a calcium channel blocking agent or/and an acetylcholinesterase inhibitor. The compound with the general formula being Y-L-X can be used for adjusting calcium homeostasis and treating cardiovascular diseases, stroke or dementia.
Stereo- and regioselective gold-catalyzed hydroamination of internal alkynes with dialkylamines
Hesp, Kevin D.,Stradiotto, Mark
supporting information; experimental part, p. 18026 - 18029 (2011/03/16)
We report the use of a P,N-ligand to support a gold complex as a state-of-the-art precatalyst for the stereoselective hydroamination of internal aryl alkynes with dialkylamines to afford E-enamine products. Substrates featuring a diverse range of functional groups on both the amine (ether, sulfide, N-Boc amine, fluoro, nitrile, nitro, alcohol, N-heterocycles, amide, ester, and carboxylic acid) and alkyne (ether, N-heterocycles, N-phthalimide amines, and silyl ethers) are accommodated with synthetically useful regioselectivity.
Straightforward three-component synthesis of diarylmethylpiperazines and 1,2-diarylethylpiperazines
Sengmany, Stéphane,Le Gall, Erwan,Le Jean, Cédric,Troupel, Michel,Nédélec, Jean-Yves
, p. 3672 - 3681 (2007/10/03)
Several functionalized diarylmethylpiperazines and 1,2-diarylethylpiperazines have been synthesized in moderate to high yield according to a one-step three-component coupling between an aromatic or a benzylic organozinc reagent, a piperazine derivative, and an aromatic aldehyde. The procedure can be extended to the synthesis of benzylpiperazine derivatives or β-arylethylpiperazines toward the use of paraformaldehyde or aliphatic aldehydes.
N-(1,2-Diphenylethyl)piperazines: A new class of dual serotonin/noradrenaline reuptake inhibitor
Jonathan Fray,Bish, Gerwyn,Brown, Alan D.,Fish, Paul V.,Stobie, Alan,Wakenhut, Florian,Whitlock, Gavin A.
, p. 4345 - 4348 (2007/10/03)
The synthesis and structure-activity relationships of a novel series of piperazine derivatives as dual inhibitors of serotonin and noradrenaline reuptake is described. Two compounds possessed comparable in vitro profiles to the dual reuptake inhibitor dul
