40731-98-4Relevant articles and documents
A windmill-shaped discotic columnar liquid crystal with fast ambipolar charge carrier transport
Liu, XuYing,Usui, Takayuki,Hanna, JunIchi
, p. 5437 - 5440 (2014)
A study was conducted to demonstrate a windmill-shaped discotic liquid crystal (DLC) with fast ambipolar charge carrier transport. Truxene derivatives of 1,5,9-trialkyltruxene were designed to conduct the investigations under the study. The implementation of this strategy began with the multigram-scale synthesis of hydroxyindanone 2 from the inexpensive dihydrocumarin 1 through a literature procedure. The intermediate 2 was triflated to produce 3 with N,N-bis(trifluoromethylsulfonyl)-phenylamine at room temperature at a high yield up to 70% prior to the alkylation via Suzuki coupling reaction. intermolecular cyclocondensation reactions were performed under mild conditions by treating a synthetic block, 4, with acid to afford the final truxenes of Tru4 and Tru6 at the yields of 63% and 52% after purification by column chromatography.
An Isosteric Triaza Analogue of a Polycyclic Aromatic Hydrocarbon Monkey Saddle
Kirschbaum, Tobias,Rominger, Frank,Mastalerz, Michael
, p. 14560 - 14564 (2020)
Since a few years, the interest in negatively-curved fused polycyclic aromatic hydrocarbons (PAHs) has significantly increased. Recently, the first chiral negatively-curved PAH with the topology of a monkey saddle was introduced. Herein the synthesis of its triaza congener is reported. The influence of this CH?N exchange on photophysical and electrochemical properties is studied as well as the isomerization process of the enantiomers. The aza analogue has a significantly higher inversion barrier, which makes it easier to handle at room temperature. All experimental results are underpinned by theoretical DFT calculations.
Pericyclic Reactions of Free Cyclopentadienone
Gavina, F.,Costero, A. M.,Gil, P.,Palazon, B.,Luis, S. V.
, p. 1797 - 1798 (1981)
Evidence showing that the existence of free cyclopentadienone is needed in reactions of 4-tosyl-2-cyclopenten-1-one is presented.The methods involve the "Three-Phase Test" to detect reactive intermediates in solution.Cyclopentadienone is generated from an insoluble polymer-bound precursor and trapped by a second solid phase using Diels-Alder reactions.In such additions, the elusive ketone can act either as a diene or as a dienophile, according to reaction conditions.
2-Benzylidene-1-Indanone Analogues as Dual Adenosine A 1 /A 2a Receptor Antagonists for the Potential Treatment of Neurological Conditions
Van Rensburg, HelenaDorathea Janse,Legoabe, Lesetja J.,Terre'Blanche, Gisella,Van Der Walt, MiethaM.
, p. 382 - 391 (2019)
Previous studies explored 2-benzylidine-1-tetralone derivatives as innovative adenosine A 1 and A 2A receptor antagonists for alternative non-dopaminergic treatment of Parkinson's disease. This study's aim is to investigate structura
Manufacturing Process Development for Belzutifan, Part 1: A Concise Synthesis of the Indanone Starting Material
Chen, Lu,Dalby, Stephen M.,Dirocco, Daniel A.,Duan, Jianjun,Feng, Minyi,Gong, Guan,Guo, Haiheng,Hethcox, J. Caleb,Jin, Lu,Johnson, Heather C.,Kim, Jungchul,Le, Diane,Lin, Yipeng,Liu, Wenjun,Peng, Feng,Shen, Jun,Tan, Lushi,Wan, Yimei,Xiang, Bangping,Xiang, Qun,Xiao, Chengqian,Xu, Jing,Yan, Luliang,Yang, Weiyi,Ye, Honglin,Yu, Yanpei,Zhang, Jun
, (2021/11/24)
A four-step synthesis of the indanone core of belzutifan (MK-6482) is described. This route starts from the commodity raw material dihydrocoumarin and was successfully demonstrated on a large scale to produce indanone 11 in the synthesis of belzutifan, an FDA-approved first-in-class therapy for the treatment of patients with certain types of Von Hippel-Lindau disease-associated tumors.
