- Method for preparing 2-iodo aryl ether under action of alkali metal hydride
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The invention discloses a method for preparing 2-iodo aryl ether under the action of alkali metal hydride, which comprises the following steps: adding alkali metal hydride and phenol into a solvent, then adding 1, 2-diiodo aromatic hydrocarbon, and reacti
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Paragraph 0027
(2021/06/22)
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- COMPOUND AND ORGANIC ELECTRONIC DEVICE USING THE SAME
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Provided are a novel compound and an organic electronic device using the same. The novel compound is represented by the following Formula (I): wherein Y is an oxygen atom or a sulfur atom; X1 and X2 are each independently C(Ra), the two (Ra)s are the same or different, and the two (Ra)s are joined together to form a first aryl ring; X3 and X4 are each independently C(Rb), the two (Rb)s are the same or different, and the two (Rb)s are joined to form a second aryl ring or a heteroaryl ring.
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Paragraph 0080-0082
(2019/04/14)
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- Condensed fluorene derivative comprising heterocyclic ring
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The present invention relates to a condensed fluorene derivative comprising a heterocyclic ring and, more particularly, to an intermediate product for manufacturing a heterocyclic ring compound which can show excellent luminance and luminous efficiency when used as an organic light emitting material, while exhibiting excellent element characteristics with a long lifespan.COPYRIGHT KIPO 2020
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Paragraph 0429-0435
(2019/12/25)
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- Synthesis of medium-sized (6-7-6) ring compounds by iron-catalyzed dehydrogenative C-H activation/annulation
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In this report, we have described a FeCl3-catalyzed process involving intramolecular annulation of o-phenoxy diarylacetylenes via hydroarylation to afford a series of biologically potent fused seven-membered (6-7-6) ring compounds under mild reaction conditions. This reaction was believed to proceed through Friedel-Crafts type sequential carbometallation followed by protonation to produce phenyldibenz[b,f]oxepines. This method was also extended to synthesize seven-membered rings that are fused with coumarins.
- Panda, Niranjan,Mattan, Irshad,Ojha, Subhadra,Purohit, Chandra Shekhar
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p. 7861 - 7870
(2018/11/21)
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- COMPOUND AND ORGANIC ELECTRONIC DEVICE USING THE SAME
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Provided are a novel compound and an organic electronic device using the same. The novel corn pound is represented by the following Formula (I): wherein Y is an oxygen atom, a sulfur atom, or a sulfur dioxide group; X1 and X2 are each independently C(Ra), multiple (Ra)s are the same or different, and the two (Ra)s are joined together to form a first aryl ring; X3 and X4 are each independently C(Rb), multiple (Rb)s are the same or different, and the two (Rb)s are joined to form a second aryl ring or a heteroaryl ring.
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Paragraph 0087; 0093-0095
(2018/06/15)
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- COMPOUND AND ORGANIC ELECTRONIC DEVICE USING THE SAME
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Provided are a novel compound and an organic electronic device using the same. The novel compound is represented by the following Formula (I): wherein Y is an oxygen atom or a sulfur atom; X 1and X 2are each independently C(R a), the two(R a)s are the same or different, and the two (R a)s are joined together to form a first aryl ring; X 3and X 4are each independently C(R b), the two (R b)s are the same or different, and the two (R b)s are joined to form a second aryl ring or a heteroaryl ring.
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Paragraph 0061; 0062; 0067; 0068
(2019/04/30)
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- Intramolecular Aryl Migration of Diaryliodonium Salts: Access to ortho-Iodo Diaryl Ethers
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By using vicinal trifluoromethanesulfonate-substituted diaryliodonium salts, a novel approach was developed for the synthesis of ortho-iodo diaryl ethers by intramolecular aryl migration. The reaction conditions are mild with a broad substrate scope. Mechanistic insight suggests a sulfonyl-directed nucleophilic aromatic substitution pathway. Additionally, the product ortho-iodo diaryl ethers serve as versatile synthons as demonstrated with several coupling reactions. Furthermore, a useful thyroxine analogue of the 3-iodo-l-thyronine (3-T1) derivative was synthesized by this aryl migration procedure.
- Chen, Huangguan,Han, Jianwei,Wang, Limin
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supporting information
p. 12313 - 12317
(2018/09/10)
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- Novel compounds for organic light-emitting diode and organic light-emitting diode including the same
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The present invention relates to a compound represented by chemical formula B, and an organic light-emitting device including the same. In the chemical formula B, cyclic groups A1 to A3, structural formulas Q1 and Q2, R1 and R2, L1 to L4, Ar1 to Ar4, E, and F are the same as defined in the present specification. More specifically, provided is a compound for organic light-emitting devices exhibiting excellent device properties such as low voltage driving properties and luminous efficiency.COPYRIGHT KIPO 2017
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Paragraph 0468-0474
(2017/08/29)
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- Organic light-emitting element capable of low-voltage drive and having long life
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The present invention relates to an organic light-emitting element capable of low-voltage drive and also having a long life, and, more specifically, relates to an organic light-emitting element comprising: a first electrode; a second electrode facing the first electrode; and a light-emitting layer interposed between the first electrode and the second electrode, wherein the light-emitting layer comprises at least one amine compound represented by [chemical formula A] or [chemical formula B], and at least one compound represented by [chemical formula D], and the structures of [chemical formula A], [chemical formula B] and [chemical formula D] are the same as given in the detailed description of the invention.
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Paragraph 0349; 0350; 0351; 0353; 0354
(2017/10/13)
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- ORGANIC LIGHT-EMITTING DIODE WITH HIGH EFFICIENCY AND LONG LIFETIME
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The present invention relates to an organic light-emitting diode exhibiting high efficiency and longevity. The organic light-emitting diode comprises: a first electrode; a second electrode facing the first electrode; and a light-emitting layer interposed between the first electrode and the second electrode, wherein the light-emitting layer contains at least one of the amine compounds represented by Chemical Formula A or Chemical Formula B and at least one of the compounds represented by Chemical Formulas H1 to H7, Chemical Formulas A, B, and H1 to H7 being the same as in the specification.
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Paragraph 0164; 0165
(2018/01/03)
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- Competing Pathways in O-Arylations with Diaryliodonium Salts: Mechanistic Insights
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A mechanistic study of arylations of aliphatic alcohols and hydroxide with diaryliodonium salts, to give alkyl aryl ethers and diaryl ethers, has been performed using experimental techniques and DFT calculations. Aryne intermediates have been trapped, and additives to avoid by-product formation originating from arynes have been found. An alcohol oxidation pathway was observed in parallel to arylation; this is suggested to proceed by an intramolecular mechanism. Product formation pathways via ligand coupling and arynes have been compared, and 4-coordinated transition states were found to be favored in reactions with alcohols. Furthermore, a novel, direct nucleophilic substitution pathway has been identified in reactions with electron-deficient diaryliodonium salts.
- Stridfeldt, Elin,Lindstedt, Erik,Reitti, Marcus,Blid, Jan,Norrby, Per-Ola,Olofsson, Berit
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p. 13249 - 13258
(2017/09/12)
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- Condensed fluorene derivative comprising heterocyclic ring
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The present invention relates to a condensed fluorene derivative comprising a heterocyclic ring and, more particularly, to an intermediate product for manufacturing a heterocyclic ring compound which can show excellent luminance and luminous efficiency when used as an organic light emitting diode, while having excellent element characteristics with long lifespan. The heterocyclic ring compound of the present invention is represented by chemical formula A and chemical formula B.COPYRIGHT KIPO 2016
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Paragraph 0429-0435
(2016/10/08)
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- Modular C-H Functionalization Cascade of Aryl Iodides
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We report the first example of ipso-borylation for the modular 1,2-bisfunctionalization of aryl iodides via C-H functionalization. The carbon-boron bond is used as a lynchpin to access ipso carbon-carbon, carbon-nitrogen, carbon-oxygen, and carbon-halogen (Cl, Br, I) bonds. The utility of our methodology is illustrated through quick, modular syntheses of the pharmaceuticals Abilify and Flunixin.
- Shi, Hang,Babinski, David J.,Ritter, Tobias
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supporting information
p. 3775 - 3778
(2015/04/14)
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- Heterocyclic compound comprising aromatic amine group and organic light-emitting diode including the same
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The present invention relates to a heterocyclic compound comprising an aromatic amine group and an organic light emitting device including the same and, more specifically, to a heterocyclic compound, which has excellent luminance, luminance efficiency, and outstanding long lifespan characteristics when being used as an organic light emitting material. In addition, the present invention further relates to an organic light emitting device including the same.COPYRIGHT KIPO 2016
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Paragraph 0612-0617
(2016/10/07)
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- Four- and Sixfold Tandem-Domino Reactions Leading to Dimeric Tetrasubstituted Alkenes Suitable as Molecular Switches
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A highly efficient palladium-catalyzed fourfold tandem-domino reaction consisting of two carbopalladation and two C-H-activation steps was developed for the synthesis of two types of tetrasubstituted alkenes 3 and 6 with intrinsic helical chirality starting from substrates 1 and 4, respectively. A sixfold tandem-domino reaction was also developed by including a Sonogashira reaction. 20 compounds with different substitution patterns were prepared with yields of up to 97%. Structure elucidation by X-ray crystallography confirmed helical chirality of the two alkene moieties. Photophysical investigations of some of the compounds showed pronounced switching properties through light-controlled changes of their stereochemical configuration.
- Tietze, Lutz F.,Waldecker, Bernd,Ganapathy, Dhandapani,Eichhorst, Christoph,Lenzer, Thomas,Oum, Kawon,Reichmann, Sven O.,Stalke, Dietmar
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p. 10317 - 10323
(2015/09/01)
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- One pot synthesis of diarylfurans from aryl esters and PhI(OAc)2 via palladium-associated iodonium ylides
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The example of palladium-catalyzed intermolecular cyclization for the synthesis of various diarylfurans in which one of the aromatic rings originates from the phenolic part of the starting ester and the other one from PhI(OAc)2 has been reported. The reaction is carried out through two steps: the rearrangement of palladium-associated iodonium ylides to form o-iodo diaryl ether and then palladium catalyzed intramolecular direct arylation. This reaction can tolerate a variety of functional groups and is alternative or complementary to the previous methods for the synthesis of diarylfurans.
- Bao, Yong-Sheng,Bao, Agula,Bao, Zhaorigetu,Jia, Meilin,Baiyin, Menghe
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p. 4179 - 4182
(2015/04/14)
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- A Fast Way to Fluorescence: A Fourfold Domino Reaction to Condensed Polycyclic Compounds
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A fast and efficient palladium-catalyzed fourfold domino Sonogashira/double-carbopalladation/C H-activation reaction that converts simple aromatic systems into complex polycyclic hydrocarbons has been developed. A number of substituted products has thus been prepared in yields up to 89 %. The structural assignment has been confirmed by using single-crystal X-ray crystallography. The products show intriguing fluorescence activity and thus might serve as chemical sensors or fluorescent imaging dyes.
- Tietze, Lutz F.,Eichhorst, Christoph,Hungerland, Tim,Steinert, Markus
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supporting information
p. 12553 - 12558
(2016/08/25)
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- A facile synthesis of 3-substituted benzofurans and indoles through a palladium-catalyzed domino carbopalladation/CH-activation/isomerization process
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Novel benzofurans 7 and indoles 8 have been prepared from 3 and 4 by a Pd-catalyzed mono-component three-fold domino carbopalladation/CH-activation/ isomerization process and from 12 and 5 to give 8 by a two-component fourfold domino Sonogashira/carbopall
- Tietze, Lutz F.,Hungerland, Tim,Ammermann, Jonas,Eichhorst, Christoph,Reichmann, Sven O.,Stalke, Dietmar
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p. 1537 - 1555
(2014/01/17)
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- Highly efficient copper catalytic system for the O-arylation of phenol with iodoarene
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An efficient Cu-catalyzed O-arylation was carried out by involving phenols with iodoarenes to afford various substituted diarylether derivatives with tiny loading of Cu2O and 1H-imidazole-4-carboxylic acid as catalytic system under mild conditions, which provided good to excellent yields with good tolerance of functional groups.
- Cheng, An-Yi,Hsieh, Jen-Chieh
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supporting information; experimental part
p. 71 - 75
(2012/01/31)
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- Synthesis of tetrasubstituted alkenes through a palladium-catalyzed domino carbopalladation/C-H-activation reaction
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Helical tetrasubstituted alkenes (7) were obtained in a highly efficient way through a palladium-catalyzed domino-carbopalladation/CH-activation reaction of propargylic alcohols 6 in good to excellent yields. Electron-withdrawing- and electron-donating substituents can be introduced onto the upper and lower aromatic rings. The substrates (6) for the domino process were synthesized by addition of the lithiated alkyne (20) to various aldehydes (19); moreover, the substrates were accessible enantioselectively (in 95 % ee) by reduction of the corresponding ketone using the Noyori procedure. Copyright
- Tietze, Lutz F.,Hungerland, Tim,Duefert, Alexander,Objartel, Ina,Stalke, Dietmar
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supporting information; experimental part
p. 3286 - 3291
(2012/04/17)
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- Metal-free arylation of oxygen nucleophiles with diaryliodonium salts
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Phenols and carboxylic acids are efficiently arylated with diaryliodonium salts. The reaction conditions are mild, metal free, and avoid the use of halogenated solvents, additives, and excess reagents. The products are obtained in good-to-excellent yields after short reaction times. Steric hindrance is very well tolerated, both in the nucleophile and diaryliodonium salt. The scope includes ortho- and halo-substituted products, which are difficult to obtain by metal-catalyzed protocols. Many functional groups are tolerated, including carbonyl groups, heteroatoms, and alkenes. Unsymmetric salts can be chemoselectively utilized to obtain products with hitherto unreported levels of steric congestion. The arylation has been extended to sulfonic acids, which can be converted to sulfonate esters by two different approaches. With recent advances in efficient synthetic procedures for diaryliodonium salts the reagents are now inexpensive and readily available. The iodoarene byproduct formed from the iodonium reagent can be recovered quantitatively and used to regenerate the diaryliodonium salt, which improves the atom economy. Copyright
- Jalalian, Nazli,Petersen, Tue B.,Olofsson, Berit
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supporting information
p. 14140 - 14149,10
(2012/12/12)
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- Room temperature, metal-free synthesis of diaryl ethers with use of diaryliodonium salts
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A fast, high-yielding synthesis of diaryl ethers with use of mild and metal-free conditions has been developed. The scope includes bulky ortho-substituted diaryl ethers, which are difficult to obtain by metal-catalyzed protocols. Halo-substituents, racemization-prone amino acid derivatives, and heteroaromatics are also tolerated. The methodology is expected to be of high utility in the synthesis of complex molecules and in the pharmaceutical industry.
- Jalalian, Nazli,Ishikawa, Eloisa E.,Silva, Luiz F.,Olofsson, Berit
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supporting information; experimental part
p. 1552 - 1555
(2011/04/26)
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- Sterically encumbered fluorene-based poly(arylene ether)s containing spiro-annulated substituents on the main chain
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Two novel fluorene-based bisphenol monomers containing spiro-annulated substituents on the middle biphenylene moiety have been synthesized in this study. Through reacting with four 2-trifluoromethyl-activated bisfluoro monomers, two monomers were converted into a series of fluorene-based poly(arylene ether)s by nucleophilic displacement of the fluorine atoms on the terminal benzene ring of bisfluoro monomers. The obtained polymers exhibit weight-average molecular weight up to 2.41 × 105 g/mol in GPC. Thermal analysis studies indicated that these polymers did not show melting endotherms but did show ultrahigh Tg values up to 356 °C in DSC and outstanding thermal stability up to 643 °C for 5% weight loss in TGA under nitrogen atmosphere. The polymers are soluble in a wide range of organic solvents, THF, CHCl3, NMP, DMAc, DMF, toluene, etc., and are insoluble in DMSO and acetone at room temperature. Transparent and flexible films were easily prepared by solution casting from chloroform solution of each of the polymers.
- Huang, Wen Y.,Huang
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experimental part
p. 10355 - 10365
(2011/09/13)
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- Synthesis of carbazoles and dibenzofurans via cross-coupling of o-iodoanilines and o-iodophenols with silylaryl triflates and subsequent Pd-catalyzed cyclization
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An efficient route to a variety of carbazoles and dibenzofurans has been developed. It involves the reaction of o-iodoanilines or o-iodophenols with silylaryl triflates in the presence of CsF to afford the N- or O-arylated products, which are subsequently cyclized using a Pd catalyst to carbazoles and dibenzofurans in good to excellent yields. By using this methodology, the carbazole alkaloid, mukonine has been synthesized in 76% overall yield in three steps.
- Liu, Zhijian,Larock, Richard C.
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p. 347 - 355
(2007/10/03)
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- Pd-catalysed domino arylation/CH activation for the synthesis of acenaphthylenes
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The palladium-catalysed domino cyclisation of the aryl bromides 4, containing an alkyne and a bromonaphthyl moiety, leads to tetracycles of type 5 in good yields. The substrates 4 are easily accessible by addition of the corresponding lithiated alkynes 7
- Tietze, Lutz F.,Lotz, Florian
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p. 4676 - 4684
(2007/10/03)
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- Facile N-arylation of amines and sulfonamides and O-arylation of phenols and arenecarboxylic acids
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An efficient, transition-metal-free procedure for the N-arylation of amines, sulfonamides, and carbamates and O-arylation of phenols and carboxylic acids has been achieved by allowing these substrates to react with a variety of o-silylaryl inflates in the presence of CsF. Good to excellent yields of arylated products are obtained under very mild reaction conditions. This chemistry readily tolerates a variety of functional groups.
- Liu, Zhijian,Larock, Richard C.
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p. 3198 - 3209
(2007/10/03)
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- Electrophile-induced Intramolecular Cyclization of ortho-(Aryloxy)phenylalkynes to Dibenzoxepines
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Reaction of o-(aryloxy)phenylalkynes with electrophiles such as perchloric acid, tetrafluoroboric acid, benzenesulfenyl chloride, and iodine monochloride yielded dibenzoxepine derivatives.Cyclization to the dibenzoxepines competed with 1,2-addit
- Kitamura, Tsugio,Takachi, Tatsuya,Kawasato, Hironobu,Taniguchi, Hiroshi
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p. 1969 - 1974
(2007/10/02)
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