16932-45-9Relevant academic research and scientific papers
Preparation method of 2-bromo-1, 3-dimethoxybenzene
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Paragraph 0003; 0022-0033, (2020/07/02)
The invention discloses a preparation method of 2-bromo-1, 3-dimethoxybenzene. The preparation method comprises the following steps: using tetrahydrofuran as a solvent, adding m-dimethoxybenzene, stirring to dissolve, cooling to 5-10 DEG C, slowly dropwis
Orthogonal Stability and Reactivity of Aryl Germanes Enables Rapid and Selective (Multi)Halogenations
Deckers, Kristina,Fricke, Christoph,Schoenebeck, Franziska
supporting information, p. 18717 - 18722 (2020/08/25)
While halogenation is of key importance in synthesis and radioimaging, the currently available repertoire is largely designed to introduce a single halogen per molecule. This report makes the selective introduction of several different halogens accessible. Showcased here is the privileged stability of nontoxic aryl germanes under harsh fluorination conditions (that allow selective fluorination in their presence), while displaying superior reactivity and functional-group tolerance in electrophilic iodinations and brominations, outcompeting silanes or boronic esters under rapid and additive-free conditions. Mechanistic experiments and computational studies suggest a concerted electrophilic aromatic substitution as the underlying mechanism.
Decarboxylative Suzuki-Miyaura coupling of (hetero)aromatic carboxylic acids using iodine as the terminal oxidant
Quibell, Jacob M.,Duan, Guojian,Perry, Gregory J.P.,Larrosa, Igor
supporting information, p. 6445 - 6448 (2019/06/07)
A novel methodology for the decarboxylative Suzuki-Miyaura-type coupling has been established. This process uses iodine or a bromine source as both the decarboxylation mediator and the terminal oxidant, thus avoiding the need for stoichiometric amounts of transition metal salts previously required. Our new protocol allows for the construction of valuable biaryl architectures through the coupling of (hetero)aromatic carboxylic acids with arylboronic acids. The scope of this decarboxylative Suzuki reaction has been greatly diversified, allowing for previously inaccessible non-ortho-substituted aromatic acids to undergo this transformation. The procedure also benefits from low catalyst loadings and the absence of stoichiometric transition metal additives.
Transition-metal-free decarboxylative bromination of aromatic carboxylic acids
Quibell, Jacob M.,Perry, Gregory J. P.,Cannas, Diego M.,Larrosa, Igor
, p. 3860 - 3865 (2018/04/26)
Methods for the conversion of aliphatic acids to alkyl halides have progressed significantly over the past century, however, the analogous decarboxylative bromination of aromatic acids has remained a longstanding challenge. The development of efficient methods for the synthesis of aryl bromides is of great importance as they are versatile reagents in synthesis and are present in many functional molecules. Herein we report a transition metal-free decarboxylative bromination of aromatic acids. The reaction is applicable to many electron-rich aromatic and heteroaromatic acids which have previously proved poor substrates for Hunsdiecker-type reactions. In addition, our preliminary mechanistic study suggests that radical intermediates are not involved in this reaction, which is in contrast to classical Hunsdiecker-type reactivity. Overall, the process demonstrates a useful method for producing valuable reagents from inexpensive and abundant starting materials.
COMPOUND AND ORGANIC LIGHT-EMITTING DEVICE INCLUDING THE SAME
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Paragraph 0260, (2017/03/21)
When a decrease in low-grey level region (e.g., 0 to 80 grey) efficiencies of organic light emitting devices is not constant, deviation among display panels may cause color change and stain in the low luminance region. Aspects of the present disclosure ar
Decarboxylative Halogenation and Cyanation of Electron-Deficient Aryl Carboxylic Acids via Cu Mediator as Well as Electron-Rich Ones through Pd Catalyst under Aerobic Conditions
Fu, Zhengjiang,Li, Zhaojie,Song, Yuanyuan,Yang, Ruchun,Liu, Yanzhu,Cai, Hu
, p. 2794 - 2803 (2016/04/26)
Simple strategies for decarboxylative functionalizations of electron-deficient benzoic acids via using Cu(I) as promoter and electron-rich ones by employing Pd(II) as catalyst under aerobic conditions have been established, which lead to smooth synthesis of aryl halides (-I, Br, and Cl) through the decarboxylative functionalization of benzoic acids with readily available halogen sources CuX (X = I, Br, Cl), and easy preparation of benzonitriles from decarboxylative cyanation of aryl carboxylic acids with nontoxic and low-cost K4Fe(CN)6 under an oxygen atmosphere for the first time.
HETEROCYCLIC COMPOUND, MATERIAL FOR ORGANIC ELECTROLUMINESCENT ELEMENT PREPARED USING THE SAME, AND ORGANIC ELECTROLUMINESCENT ELEMENT AND ELECTRONIC APPARATUS PREPARED USING THE SAME
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Paragraph 0234; 0236, (2016/10/10)
PROBLEM TO BE SOLVED: To provide a novel material useful as an organic electroluminescent element material. SOLUTION: This invention relates to a heterocyclic compound wherein three five-membered rings are condensed on a benzene ring, and further, saturat
Pd(II)-catalyzed bromo- and chlorodecarboxylation of electron-rich arenecarboxylic acids
Peng, Xuefeng,Shao, Xiang-Feng,Liu, Zhong-Quan
supporting information, p. 3079 - 3081 (2013/07/11)
A bromo- and chlorodecarboxylation of various aromatic carboxylic acids catalyzed by Pd(II) has been developed in this work. A series of electron-rich arenecarboxylic acids gave the corresponding decarboxylative monohalogenation products under the typical reaction conditions.
Halodeboronation of organotrifluoroborates using tetrabutylammonium tribromide or cesium triiodide
Yao, Min-Liang,Kabalka, George W.,Blevins, David W.,Reddy, Marepally Srinivasa,Yong, Li
experimental part, p. 3738 - 3743 (2012/06/30)
Halodeboronation of organotrifluoroborates using commercially available tetrabutylammonium tribromide (TBATB) or cesium triiodide in aqueous medium is reported. The mild, transition metal-free method has proven to be tolerant of a wide range of functional groups. High regio- and chemoselectivity are observed. Two synthetic routes to (Z)-dibromoalkenes from alkynes, through stereodefined (Z)-2-bromoalkenyltrifluoroborates and (Z)-1,2-bis(boryl) alkenyltrifluoroborates, have been developed using the TBATB mediated bromodeboronation as the key step.
ANTHRACENE DERIVATIVE AND ORGANIC ELECTROLUMINESCENT ELEMENT USING THE SAME
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Page/Page column 46, (2012/04/17)
An anthracene derivative represented by the following formula (1): In the formula (1), Z is a structure represented by the following formula (2). In the formula (2), at least one pair of adjacent two substituents of R11 to R18 form a ring represented by the following formula (3) or (4):
