87751-79-9Relevant academic research and scientific papers
Trifluoroacetic Anhydride Mediated One-Pot Synthesis of 1-Aryl Isochroman-3-ones via the Carboxy-Pictet-Spengler Reaction
Chang, Meng-Yang,Chen, Shin-Mei,Hsiao, Yu-Ting
, p. 11687 - 11698 (2019)
In this paper, a novel and open-vessel route for the facile-operational synthesis of 1-aryl isochroman-3-ones is described via (CF3CO)2O (trifluoroacetic anhydride, TFAA)-mediated intermolecular (4 + 2) annulation of oxygenated arylacetic acids with arylaldehydes or ketones under mild reaction conditions. A plausible mechanism is proposed and discussed herein. Various reaction conditions are investigated for efficient transformation under an environmentally friendly one-pot carboxy-Pictet-Spengler reaction.
Discovery of a new chemical series of BRD4(1) inhibitors using protein-ligand docking and structure-guided design
Duffy, Bryan C.,Liu, Shuang,Martin, Gregory S.,Wang, Ruifang,Hsia, Ming Min,Zhao, He,Guo, Cheng,Ellis, Michael,Quinn, John F.,Kharenko, Olesya A.,Norek, Karen,Gesner, Emily M.,Young, Peter R.,McLure, Kevin G.,Wagner, Gregory S.,Lakshminarasimhan, Damodharan,White, Andre,Suto, Robert K.,Hansen, Henrik C.,Kitchen, Douglas B.
, p. 2818 - 2823 (2015/06/08)
Bromodomains are key transcriptional regulators that are thought to be druggable epigenetic targets for cancer, inflammation, diabetes and cardiovascular therapeutics. Of particular importance is the first of two bromodomains in bromodomain containing 4 protein (BRD4(1)). Protein-ligand docking in BRD4(1) was used to purchase a small, focused screening set of compounds possessing a large variety of core structures. Within this set, a small number of weak hits each contained a dihydroquinoxalinone ring system. We purchased other analogs with this ring system and further validated the new hit series and obtained improvement in binding inhibition. Limited exploration by new analog synthesis showed that the binding inhibition in a FRET assay could be improved to the low μM level making this new core a potential hit-to-lead series. Additionally, the predicted geometries of the initial hit and an improved analog were confirmed by X-ray co-crystallography with BRD4(1).
The Oxidation of (E)-α-Phenylcinnamic Acids with Manganese(III) Acetate
Oishi, Kazuki,Kurosawa, Kazu
, p. 179 - 184 (2007/10/02)
The oxidation of eight (E)-α-phenylcinnamic acids with manganese(III) acetate in boiling acetic acid containing acetic anhydride gave 3-phenylcoumarins, 3-phenyl-1-oxaspirodeca-3,7,9-triene-2,6-diones, 2-phenylbenzofurans, 3-(acetoxymethyl)-2-phenylbenzofurans, 3-formyl-2-phenylbenzofuran, 2-acetoxy-2-phenyl-3(2H)-benzofuranones, (Z)-Α-acetoxystilbenes, 2-acetoxy-1,2-diphenylethanones, 5-acetoxy-4,5-diphenyl-2(5H)-furanones, and diphenylacetylene.Tha reaction pathways are discussed.
