13788-59-5Relevant academic research and scientific papers
Chlorination Reaction of Aromatic Compounds and Unsaturated Carbon-Carbon Bonds with Chlorine on Demand
Liu, Feng,Wu, Na,Cheng, Xu
supporting information, p. 3015 - 3020 (2021/05/05)
Chlorination with chlorine is straightforward, highly reactive, and versatile, but it has significant limitations. In this Letter, we introduce a protocol that could combine the efficiency of electrochemical transformation and the high reactivity of chlorine. By utilizing Cl3CCN as the chloride source, donating up to all three chloride atom, the reaction could generate and consume the chlorine in situ on demand to achieve the chlorination of aromatic compounds and electrodeficient alkenes.
Palladium Catalyzed Direct Acylation of Iodo-Acetanilides/Iodo-Phenyl Acetates: Domino One-Pot Synthesis of 2-Quinolinones
Basuli, Scuhand,Satyanarayana, Gedu
, p. 957 - 970 (2017/12/07)
Pd-catalyzed direct acylation reaction of iodoacetanilides/iodophenyl acetates with aldehydes is presented. Simple, bench-top aldehydes were used as non-toxic acylating agents. This protocol comprises direct coupling with aldehydes without activating the carbonyl group and without directing group assistance. The strategy was applied to a domino one-pot synthesis of 2-quinolinones through acylation and intramolecular aldol condensation. Significantly, the strategy was extended to the domino one-pot synthesis of drugs and bioactive compounds.
Visible-Light-Induced Decarboxylation Coupling/Intramolecular Cyclization: A One-Pot Synthesis for 4-Aryl-2-quinolinone Derivatives
Wang, Chenglong,Qiao, Jingyi,Liu, Xiaochong,Song, He,Sun, Zhizhong,Chu, Wenyi
, p. 1422 - 1430 (2018/02/09)
A visible-light-induced decarboxylation coupling/intramolecular cyclization is reported. The one-pot synthesis system provides mild, efficient, and atom economical access to the synthesis of 4-aryl-2-quinolinone derivatives. It is notable that the necessa
Selectfluor-mediated mono-C–H activation: The syntheses of mono-ortho-substituted anilides
Zhu, Ranran,Lu, Shaonan,Wang, Qing,Bai, Jinshan,Wang, Yuntao,Yu, Qingzhen,Huang, Jianhui
, p. 3879 - 3887 (2018/06/15)
The C–H activation of aryl amide using readily available Pd(OAc)2 in the presence of selectfluor is reported. The highly mono-selective introduction of sp2 hybridized functional groups have been realized. A broad range of aryl-, alke
4-Phenyl quinoline derivatives as potential serotonin receptor ligands with antiproliferative activity
Joshi, Pranaya V.,Sayed, Alim A.,RaviKumar, Ameeta,Puranik, Vedavati G.,Zinjarde, Smita S.
, p. 246 - 258 (2017/05/12)
Antagonists of signaling receptors are often effective non-toxic therapeutic agents. Over the years, there have been evidences describing the role of serotonin or 5-hydroxytryptamine (5-HT) in development of cancer. Although there are reports on the antip
Merging Photoredox with Palladium Catalysis: Decarboxylative ortho-Acylation of Acetanilides with α-Oxocarboxylic Acids under Mild Reaction Conditions
Zhou, Chao,Li, Pinhua,Zhu, Xianjin,Wang, Lei
supporting information, p. 6198 - 6201 (2016/01/09)
A room temperature decarboxylative ortho-acylation of acetanilides with α-oxocarboxylic acids has been developed via a novel Eosin Y with Pd dual catalytic system. This dual catalytic reaction shows a broad substrate scope and good functional group tolera
Metal-free synthesis of 1H-indole-2-carbaldehydes by N-iodosuccinimide- mediated cyclization of 1-(2′-anilinyl)prop-2-yn-1-ols in water. A formal synthesis of (R)-calindol
Kothandaraman, Prasath,Lauw, Sherman Jun Liang,Chan, Philip Wai Hong
, p. 7471 - 7480 (2013/08/23)
A N-iodosuccinimide (NIS)-mediated method to prepare 1H-indole-2- carbaldehydes efficiently from cycloisomerization of 1-(2-aminophenyl)prop-2-yn- 1-ols is described. The reaction is operationally straightforward and accomplished in good to excellent yiel
Palladium-catalyzed direct oxidative ortho-acylation of anilides with toluene derivatives
Weng, Jianquan,Yu, Zhiqin,Liu, Xinghai,Zhang, Guofu
supporting information, p. 1205 - 1207 (2013/03/13)
Direct oxidative ortho-acylation reaction of anilides with toluene derivatives in the presence of palladium acetate using tert-butyl hydroperoxide as an oxidant was developed. A broad range of diaryl ketones was obtained in good to excellent yields (up to 95%). The plausible mechanism was also proposed.
Palladium-catalyzed direct ortho -acylation through an oxidative coupling of acetanilides with toluene derivatives
Yin, Zhangwei,Sun, Peipei
, p. 11339 - 11344 (2013/02/23)
A facile ortho-acylation of acetanilides by a Pd-catalyzed oxidative C-H activation was developed in which low toxic, stable, and commercially available toluene derivatives were first used as acylation reagents by a tandem reaction to form o-acylacetanili
Dihydroquinazolines as a novel class of Trypanosoma brucei trypanothione reductase inhibitors: Discovery, synthesis, and characterization of their binding mode by protein crystallography
Patterson, Stephen,Alphey, Magnus S.,Jones, Deuan C.,Shanks, Emma J.,Street, Ian P.,Frearson, Julie A.,Wyatt, Paul G.,Gilbert, Ian H.,Fairlamb, Alan H.
experimental part, p. 6514 - 6530 (2011/12/02)
Trypanothione reductase (TryR) is a genetically validated drug target in the parasite Trypanosoma brucei, the causative agent of human African trypanosomiasis. Here we report the discovery, synthesis, and development of a novel series of TryR inhibitors based on a 3,4-dihydroquinazoline scaffold. In addition, a high resolution crystal structure of TryR, alone and in complex with substrates and inhibitors from this series, is presented. This represents the first report of a high resolution complex between a noncovalent ligand and this enzyme. Structural studies revealed that upon ligand binding the enzyme undergoes a conformational change to create a new subpocket which is occupied by an aryl group on the ligand. Therefore, the inhibitor, in effect, creates its own small binding pocket within the otherwise large, solvent exposed active site. The TryR-ligand structure was subsequently used to guide the synthesis of inhibitors, including analogues that challenged the induced subpocket. This resulted in the development of inhibitors with improved potency against both TryR and T. brucei parasites in a whole cell assay.
