5706-08-1Relevant academic research and scientific papers
Palladium-catalyzed intramolecular aromatic C-H acylation of 2-arylbenzoyl fluorides
Hayakawa, Kazuki,Ikai, Kana,Ogiwara, Yohei,Sakai, Norio,Sakurai, Yuka
, p. 1882 - 1893 (2021/08/13)
The catalytic intramolecular cyclization of acyl fluorides using a Pd(OAc)2/PCy3 system is described. A wide range of 2-arylbenzoyl fluoride derivatives can be used as fluorenone precursors and the reaction proceeds via an intramolecular coupling between aromatic C-H bonds with acyl C-F bonds. The reaction can be applied to the synthesis of indenofluorenedione derivatives and to the construction of other molecules with fivemembered rings.
Synthesis of diaryl ketones through oxidative cleavage of the C-C double bonds in N -Sulfonyl enamides
Kim, Hyunseok,Park, Sangjune,Baek, Yonghyeon,Um, Kyusik,Han, Gi Uk,Jeon, Da-Hye,Han, Sang Hoon,Lee, Phil Ho
, p. 3486 - 3496 (2018/04/14)
An oxidative cleavage of a C-C double bond is developed from the photochemical [2+2]-cycloaddition of diaryl N-tosyl enamides, aryl heteroaryl N-tosyl enamides, and N-tosyl cyclic enamides with singlet molecular oxygen, followed by a ring-opening reaction mediated by Cs2CO3 under air and sunlight without the use of photosesitizer, producing symmetrical and unsymmetrical diaryl, heterodiaryl, and cyclic ketones in good to excellent yields. Moreover, the oxidative cleavage of C-C triple bonds from 1-alkynes is demonstrated for the synthesis of symmetrical and unsymmetrical ketones from the Cu-catalyzed [3+2]-cycloaddition, Rh-catalyzed alkoxyarylation, photooxygenation, and ring-opening reaction in one-pot. Because the synthesis of the symmetrical and unsymmetrical diaryl and/or heterodiaryl ketones bearing an electron-donating group is not easy, the present method is notable.
A 9 - fluorenylmethylchloroformate ketone and its T-shaped oligo phenylene skeleton the preparation method of compound
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Paragraph 0069; 0070; 0074; 0075, (2017/08/19)
The invention relates to a preparation method for 9-fluorenone and T type oligomeric phenylene skeleton compounds. The method includes: under the condition of 90-100DEG C, in a toluene solution, taking palladium acetate and tricyclohexylphosphine as the catalytic system, and adopting cesium carbonate as alkali, reacting o-dihalogenated aromatic hydrocarbon with arylboronic acid or aryl boric acid ester under CO atmosphere for 12h, thus obtaining a series of 9-fluorenone and T type oligomeric phenylene skeleton compounds. The method provided by the invention adopts simple, economical and easily available raw materials as the substrate, under the CO balloon pressure, palladium catalyzed carbonylation three-component cascade reaction is carried out to realize synthesis of 9-fluorenone compounds. Through bifunctionalization, Pi conjugated system expanded T type oligomeric phenylene skeleton compounds that are difficult to realize by previous methods can be constructed by one step, and the compounds have very great application prospects in pharmaceutical synthetic intermediates and organic photoelectric material science.
Palladium-catalyzed cyclocarbonylation of cyclic diaryliodoniums: Synthesis of fluorenones
Liu, Li,Qiang, Jian,Bai, Shuhua,Li, Yang,Miao, Chunbao,Li, Jian
, (2017/09/30)
An efficient approach to the synthesis of fluorenones via the palladium-catalyzed cyclocarbonylation of cyclic diaryliodoniums was developed. Our route enables facile access to fluorenones with various substituents in modest to high yields.
Synthesis of Novel 4,4-Dialkyl- and 4,4-Diarylindeno[1,2-b]Thiophenes and their 2-Bromo Derivatives
Bucevicius, J.,Tumkevicius, S.,Adomenasp, P.
, p. 1413 - 1420 (2015/08/19)
A series of new 4,4-dialkyl- and 4,4-diaryl-4H-indeno[1,2-b]thiophenes and their 2-bromo derivatives were synthesized and characterized. An economical one-pot method for the preparation of the key starting material 2-(2-thienyl)benzoic acid and improved p
Synthesis of Fluoren-9-ones and Ladder-Type Oligo-p-phenylene Cores via Pd-Catalyzed Carbonylative Multiple C-C Bond Formation
Song, Juan,Wei, Fuliang,Sun, Wei,Li, Ke,Tian, Yanan,Liu, Chao,Li, Yali,Xie, Linghai
supporting information, p. 2106 - 2109 (2015/05/13)
A new route to various substituted fluoren-9-ones has been developed via an efficient Pd-catalyzed carbonylative multiple C-C bond formation. Under a CO atmosphere, using commercially available aryl halides and arylboronic acids as substrates, this three-component reaction proceeded smoothly in moderate to excellent yields with good functional-group compatibility. The mechanistic investigations suggested a sequential process for the reaction that forms o-bromobiaryls in the first stage followed by a cyclocarbonylation reaction. This chemistry has been successfully extended to construct ladder-type oligo-p-phenylene cores. (Chemical Equation Presented).
Photochemical generation of thiophene analogs of 9-fluorenyl cations
Bancerz, Mathew,Huck, Lawrence A.,Leigh, William J.,Mladenova, Gabriela,Najafian, Katayoun,Zeng, Xiaofeng,Lee-Ruff, Edward
, p. 1202 - 1213 (2011/09/12)
The 9-fluorenyl cation is a member of the 4N Hueckel antiaromatic series of intermediates, first observed by time-resolved spectroscopy on UV photo-excitation of 9-fluorenol. Thiophene analogs of 9-fluorenol in which one of the annelated benzene rings is
Quaterthiophenes with terminal Indeno[1,2-b]thiophene units as p-type organic semiconductors
Pouchain, Laurent,Aleveque, Olivier,Nicolas, Yohann,Oger, Agathe,Regent, Charles-Henri Le,Allain, Magali,Blanchard, Philippe,Roncali, Jean
supporting information; experimental part, p. 1054 - 1064 (2009/07/04)
Quaterthiophenes 4T, Oct-4T, and Tol-4T based on a central 2,2′-bithiophene core α,ω-terminated with 4,4-unsubstituted and 4,4-disubstituted n-octyl or p-tolyl indeno[1,2-b]thiophene have been synthesized by Stille or Miyaura-Suzuki couplings. Compound 4T
