55589-69-0Relevant academic research and scientific papers
CARBAZOLE DERIVATIVE AND BIPHENYL DERIVATIVE PRODUCTION METHOD AND NOVEL BIPHENYL DERIVATIVE
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Paragraph 0066; 0067, (2019/05/21)
PROBLEM TO BE SOLVED: To provide a method for high-yield mass production of a carbazole derivative by a simple process using inexpensive materials. SOLUTION: A method for producing a carbazole derivative represented by general formula (3) comprises reacting an aminating agent with a 2,2'-dihydroxybiphenyl derivative represented by general formula (1). SELECTED DRAWING: None COPYRIGHT: (C)2019,JPOandINPIT
Visible-Light-Promoted Synthesis of Dibenzofuran Derivatives
Cho, Ji Young,Roh, Geum-Bee,Cho, Eun Jin
, p. 805 - 811 (2018/01/28)
Dibenzofurans are naturally occurring molecules that have received considerable attention for a variety of practical applications, such as in pharmaceuticals and electronic materials. Herein, an efficient and eco-friendly method for the synthesis of dibenzofuran derivatives via intramolecular C-O bond formation, which involves the in situ production of a diazonium salt, is described. The transformation requires a diazotizing agent and is promoted by the use of an organic photosensitizer under visible-light irradiation.
One-pot heterocyclic ring closure of 1,1′-bi-2-naphthol to 7H-dibenzo[c,g]carbazole
Hassan, Fathy,Kawamoto, Masuki,Salikolimi, Krishnachary,Hashizume, Daisuke,Hirose, Takuji,Ito, Yoshihiro
supporting information, p. 99 - 102 (2017/12/28)
An operationally simple ring closure of racemic 1,1′-bi-2-naphthol (BINOL) yielded the heterocyclic aromatic compound 7H-dibenzo[c,g]carbazole (DBC). This one-pot method gave a good conversion and is suitable for gram-scale synthesis. DBC derivatives have high thermal durability, amorphous and crystalline structures with unique morphological properties, and semi-conducting behavior with potential applications in organic electronics.
Understanding difficulties of irregular number-membered ring transition states for intramolecular proton transfer in excited state
Qin, Xiaozhuan,Ding, Ge,Wang, Zhenqiang,Gong, Yulong,Gao, Fang,Zhang, Shengtao,Luo, Ziping,Li, Hongru
supporting information, p. 403 - 410 (2017/01/03)
This study presents a variety of organic dyes with similar molecular structures that could undergo intramolecular proton transfer in excited states via five-, six- and seven-number-membered ring transition states, respectively. In addition, the dyes without proton transfer segments are also synthesized to use as references. X-ray single crystal diffraction, NMR spectra as well as UV/visible spectra suggests the presence of internal hydrogen bond with different strength in the target dyes. The steady and transient fluorescence measurements demonstrate occurrence of excited state intramolecular proton transfer via a six number-membered ring transition state. In contrast, it cannot be processed through five- and seven-number-membered ring transition states of the studied dyes. The molecular geometry optimization of the studied dyes reveals fundamental factors for the difficulties of intramolecular proton transfer in excited states via five- and seven-number-membered ring transition states.
Double functionalization of 2-amino-2′-hydroxy-1,1′-biaryls: Synthesis of 4-nitro-dibenzofurans and benzofuro-indoles
Kumar, Amit,Sattar, Moh.,Verma, Ajay,Dara, Ankit,Kumar, Sangit
, p. 44728 - 44741 (2015/06/02)
Several substituted 2′-amino-biphenyl-2-ols were synthesized. The mild and TM-free double functionalization: nitration and cycloetherification of 2′-amino-biphenyl-2-ols have been achieved for the synthesis of functionalized 4-nitro-dibenzofurans utilizing NaNO2 in TFA and water. Interestingly, nitration of phenol ring was observed along with the dibenzofuran ring formation in the one-pot synthesis. The position of the nitro group in several dibenzofurans is also established by X-ray crystal structure studies. Further functionalization of the obtained 4-nitro-dibenzofurans has been carried into 3-nitro-terphenyl-2-ol, novel benzofuro-indoles, and amino-dibenzofurans. The mechanistic understanding on double functionalization of 2′-amino-biphenyl-2-ols suggests that reaction proceeds by a combination of nitration of the phenol ring followed by Sandmeyer reaction for dibenzofuran ring formation.
Intramolecular metal-free oxidative aryl-aryl coupling: An unusual hypervalent-iodine-mediated rearrangement of 2-substituted n-phenylbenzamides
Shang, Siyun,Zhang-Negrerie, Daisy,Du, Yunfei,Zhao, Kang
supporting information, p. 6216 - 6219 (2014/06/23)
Hypervalent-iodine-mediated oxidative coupling of the two aryl groups in either 2-acylamino-N-phenyl-benzamides or 2-hydroxy-N-phenylbenzamides, with concomitant insertion of the ortho-substituted N or O atom into the tether, has been described for the first time. This unusual metal-free rearrangement reaction involves an oxidative C(sp2)?C(sp2) aryl-aryl bond formation, cleavage of a C(sp2)?C(O) bond, and a lactamization/lactonization. Furthermore, unsymmetrical diaryl compounds can be easily obtained by removing the tether within the cyclized product.
