1140-17-6Relevant articles and documents
Palladium-catalyzed direct addition of 2-Aminobenzonitriles to sodium arylsulfinates: Synthesis of o-Aminobenzophenones
Chen, Jiuxi,Li, Jianjun,Su, Weike
, p. 6439 - 6449 (2014)
The first example of the palladium-catalyzed synthesis of o-Aminobenzophenones in moderate to excellent yields via a direct addition of sodium arylsulfinates to unprotected 2-Aminobenzonitriles was reported. A plausible mechanism for the formation of o-Aminobenzophenones involving desulfination and addition reactions was proposed. The utility of this transformation was demonstrated by its compatibility with a wide range of functional groups. Thus, the method represents a convenient and practical strategy for synthesis of o-Aminobenzophenones.
Design, synthesis, crystal structures, and photophysical properties of tetraphenylethene-based quinoline derivatives
Zhu, Xiaolin,Wang, Danfeng,Huang, Hai,Zhang, Xueqiong,Wang, Shifan,Liu, Rui,Zhu, Hongjun
, (2019)
The incorporation of aggregation-induced emission (AIE) luminogens provides a molecule with enhanced fluorescent emission in the solid state. A representative AIEgen compound is tetraphenylethene (TPE). A series of new conjugates of quinolone derivatives with TPE units (1a - 1f) was synthesized and characterized. The influence on the photophysics of 1a - 1e with a variety of functional groups was investigated systematically by spectroscopic methods and simulated by density-functional theory calculations. A centrosymmetric compound donor-acceptor-donor-type compound 1f with two TPE moieties proved to be the most promising multifunctional material, it exhibited tri-colored (489–569 nm) fluorescence characteristics in tetrahydrofuran-H2O solution with a different water fraction and intense tri-colored solvatochromic (blue, green, and yellow) behaviors. These compounds could be applied as promising acid-base gas probe based on their evident color switch. Compounds 1a - 1f showed the advantage of being a potential piezochromic material.
Benzene type liquid crystal compound and preparation method thereof
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, (2021/09/29)
The invention relates to the technical field of liquid crystal compounds, in particular to a benzene liquid crystal compound and a preparation method thereof, wherein the benzene type liquid crystal compound is N. 4 , N4 , N4 ’ , N4 ’ - (9, 9 - Diphenyl - 9H - fluorene -3 - yl) -2 - methyl - [1, 1 ’ - biphenyl] -4, 4 ’ - diamine, the preparation method of the benzene type liquid crystal compound is that 2 - nitrobenzoic acid is used as a starting material to react with oxalyl chloride to obtain 2 - nitrobenzoyl chloride. The reaction was again reacted with bromobenzene to give (4 - bromophenyl) (2 - nitrophenyl) methyl ketone. The reduction reaction is followed by obtaining (4 - bromophenyl) (2 - aminophenyl) methyl ketone. The 3 - bromo - 9H - fluorene -9 - ketone is obtained by using sulfuric acid and sodium nitrite as a catalyst. The Grignard reagent of bromobenzene is reacted again to obtain 3 - bromo -9, 9 - diphenyl - 9H - fluorene. Reaction with cuprous iodide gives 3 - iodine -9, 9 - diphenyl - 9H - fluorene. 2 - Methyl - [1, 1 ’ - biphenyl] -4, 4 ’ - diamine was prepared, and then reacted with 3 - iodine -9, 9 - diphenyl - 9H - fluorene to obtain the benzene-based liquid crystal compound of the present invention. The invention can be applied to preparation of liquid crystal mixtures, liquid crystal display device materials or electro-optical display device materials.
Experimental and Computational Studies on Cp*CyRh(III)/KOPiv-Catalyzed Intramolecular Dehydrogenative Cross-Couplings for Building Eight-Membered Sultam/Lactam Frameworks
Li, Liping,Gao, Hui,Sun, Ming,Zhou, Zhi,Yi, Wei
supporting information, p. 5473 - 5478 (2020/07/14)
Described herein is an unusual Cp*CyRh(III)-catalyzed intramolecular site-specific aryl C-H annulation, a highly chemoselective protocol providing direct access to eight-membered sultams/lactams with broad substrate/functional group tolerance. Experimental and computational studies reveal that such a transformation involves a unique PivOH-assisted aryl C-H activation/alkene insertion/β-H elimination/hydrogen-transfer process involving the Rh(III)-hydride species as the active intermediate with the concomitant release of H2 as the major byproduct, thus enabling the developed Cp*CyRh(III) catalysis with redox-neutral and highly atom-economical features.
One-Pot Synthesis of Spirocyclopenta[ a]indene Derivatives via a Cascade Ring Expansion and Intramolecular Friedel-Crafts-Type Cyclization
Li, Quanzhe,Liu, Jiaxin,Wei, Yin,Shi, Min
, p. 2438 - 2455 (2020/01/31)
A one-pot efficient synthetic approach for the rapid construction of spirocyclopenta[a]indene derivatives has been developed via an iodine-initiated cascade ring expansion and intramolecular Friedel-Crafts-type cyclization from propargyl alcohol-tethered alkylidenecyclobutanes under mild conditions with broad substrate scope. This cascade process can be elegantly conducted on a gram scale. A plausible reaction mechanism has been proposed on the basis of a series of deuterium labeling and control experiments.
Gold-catalyzed cyclization of 1-(2′-Azidoaryl) propynols: Synthesis of polysubstituted 4-quinolones
Wu, Xiang,Zheng, Lang-Lang,Zhao, Li-Ping,Zhu, Cheng-Feng,Li, You-Gui
supporting information, p. 14769 - 14772 (2019/12/24)
An unprecedented gold-catalyzed procedure for the synthesis of polysubstituted 4-quinolones from 1-(2′-Azidoaryl) propynols is described. The reaction undergoes an intramolecular nucleophilic attack of the azide group to the Au-Activated triple bonds in a 6-endo-dig manner and subsequent gold-Assisted expulsion of N2 to furnish an α-imino gold carbene intermediate, which triggers a 1,2-carbon migration and finally is converted to 2,3-disubstituted 4-quinolone.
Deoxygenative Arylation of Carboxylic Acids by Aryl Migration
Ruzi, Rehanguli,Ma, Junyang,Yuan, Xiang-Ai,Wang, Wenliang,Wang, Shanshan,Zhang, Muliang,Dai, Jie,Xie, Jin,Zhu, Chengjian
supporting information, p. 12724 - 12729 (2019/11/05)
An unprecedented deoxygenative arylation of aromatic carboxylic acids has been achieved, allowing the construction of an enhanced library of unsymmetrical diaryl ketones. The synergistic photoredox catalysis and phosphoranyl radical chemistry allows for precise cleavage of a stronger C?O bond and formation of a weaker C?C bond by 1,5-aryl migration under mild reaction conditions. This new protocol is independent of substrate redox-potential, electronic, and substituent effects. It affords a general and promising access to 60 examples of synthetically versatile o-amino and o-hydroxy diaryl ketones under redox-neutral conditions. Furthermore, it also brings one concise route to the total synthesis of quinolone alkaloid, (±)-yaequinolone A2, and a viridicatin derivative in satisfying yields.
Palladium-Catalyzed Cascade Reductive and Carbonylative Cyclization of Ortho-Iodo-Tethered Methylenecyclopropanes (MCPs) Using N-Formylsaccharin as CO Source
Fan, Xing,Shi, Min,Wei, Yin
, p. 5677 - 5683 (2019/11/16)
A palladium-catalyzed reductive and carbonylative cyclization of ortho-iodo-tethered methylenecyclopropanes (MCPs) using N-formylsaccharin as CO source has been developed, affording the desired indanone derivatives in moderate to good yields with high regio- and stereoselectivity and good functional group compatibility.
Method for catalytically synthesizing Bronuck intermediate 2-amino-4'-bromo-benzophenone
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Paragraph 0052; 0054; 0055; 0056; 0057; 0058-0089, (2019/04/26)
The invention relates to a method for catalytically synthesizing a Bronuck intermediate 2-amino-4'-bromo-benzophenone. The method comprises the following steps: catalytic promotion is carried out by using Bronsted acid in the presence of a nickel catalyst, and o-aminobenzonitrile reacts with p-bromophenylboronic acid in a mixed solvent, so that the 2-amino-4'-bromo-benzophenone is obtained. According to the method, through comprehensive selection of a suitable reaction system, a plurality of defects existing in the prior art are overcome, and particularly serious defects that products cannot be obtained are overcome, so that easy-to-obtain raw materials are provided for synthesis of Bronuck, and therefore, the method has remarkable economic values and application potentials in the field of medicine synthesis of the Bronuck.
Catalyst-free geminal aminofluorination of ortho-sulfonamide-tethered alkylidenecyclopropanes via a Wagner-Meerwein rearrangement
Fan, Xing,Wang, Qiang,Wei, Yin,Shi, Min
, p. 10503 - 10506 (2018/09/21)
A catalyst-free intramolecular geminal aminofluorination of ortho-sulfonamide-tethered alkylidenecyclopropanes has been developed. The reaction proceeded through two SET processes with Selectfluor to give a fluorinated cyclopropylcarbinyl cation and a further Wagner-Meerwein rearrangement to generate a cyclobutyl carbocation, which undergoes intramolecular nucleophilic capture by amide to forge fluorinated cyclobuta[b]indoline derivatives. A polycyclic multi-fluorinated byproduct was also formed through a Ritter-type reaction in some cases.