- Synthesis method of substituted dibenzothiophene compound
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The invention belongs to the technical field of organic synthesis, and particularly discloses a synthesis method of a substituted dibenzothiophene compound. The method comprises the following steps: reacting halogenated substituted biphenyl with an organic strong base at a low temperature, reacting with ethanedithiol to obtain a high-purity key intermediate mercaptobiphenyl, and carrying out a coupling reaction under the action of a catalyst to obtain the substituted dibenzothiophene compound. The method provided by the invention has the advantages of low raw material cost, mild reaction conditions, short reaction time, simple post-treatment, single reaction product, few byproducts, no impurity difficult to remove, simple process operation, easy obtaining of high-purity products, suitability for large-scale production of the process and the like.
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- Cyclization of 2-Biphenylthiols to Dibenzothiophenes under PdCl2/DMSO Catalysis
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A palladium-catalyzed synthesis of dibenzothiophenes from 2-biphenylthiols is described. This highly efficient reaction employs a simple PdCl2/DMSO catalytic system, in which PdCl2 is the sole metal catalyst and DMSO functions as an oxidant and solvent. This transformation has broad substrate scope and operational simplicity and proceeds in high yield. The synthetic utility was demonstrated by the facile synthesis of helical dinapthothiophene 3 and an eminent organic semiconductor DBTDT 4. Importantly, highly strained trithiasumanene 5, a buckybowl of considerable synthetic challenge, was observed under this catalytic system.
- Zhang, Tao,Deng, Guigang,Li, Hanjie,Liu, Bingxin,Tan, Qitao,Xu, Bin
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supporting information
p. 5439 - 5443
(2018/09/13)
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- N-Benzyldithiocarbamate Salts as Sulfur Sources to Access Tricyclic Thioheterocycles Mediated by Copper Species
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Using an easily prepared triethylammonium N-benzyldithiocarbamate salt as a sulfur source, a dual C?S functionalization of cyclic diaryliodoniums to form tricyclic thioheterocycles is realized. Our method uses the readily available copper sulfate to accelerate the chemical transformation under mild conditions. A broad range of cyclic diaryliodoniums with a ring size from 5- to 7-membered can be employed to gain a quick access to tricyclic thioheterocycles including dibenzothiophenes, thioxanthenes, and phenoxathiines. (Figure presented.).
- Luo, Bingling,Cui, Qingbin,Luo, Hongwen,Hu, Yumin,Huang, Peng,Wen, Shijun
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supporting information
p. 2733 - 2738
(2016/09/13)
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- Palladium(ii)-catalyzed synthesis of dibenzothiophene derivatives via the cleavage of carbon-sulfur and carbon-hydrogen bonds
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A new process has been developed for the palladium(ii)-catalyzed synthesis of dibenzothiophene derivatives via the cleavage of C-H and C-S bonds. In contrast to the existing methods for the synthesis of this scaffold by C-H functionalization, this new catalytic C-H/C-S coupling method does not require the presence of an external stoichiometric oxidant or reactive functionalities such as C-X or S-H, allowing its application to the synthesis of elaborate π-systems. Notably, the product-forming step of this reaction lies in an oxidative addition step rather than a reductive elimination step, making this reaction mechanistically uncommon.
- Tobisu, Mamoru,Masuya, Yoshihiro,Baba, Katsuaki,Chatani, Naoto
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p. 2587 - 2591
(2016/04/05)
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- Efficient synthesis of unsymmetrical dibenzothiophenes by acid-mediated intramolecular cyclization of biaryl methyl sulfoxides
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Aconvenient and high-yielding synthesis of unsymmetrical dibenzothiophenes has been achieved by an acid-mediated ring closure of the biphenyl ring having a sulfoxide substituent at the ortho position. Various functional groups are well tolerated in this methodology. Taylor & Francis Group, LLC.
- Pandya, Vrajesh B.,Jain, Mukul R.,Chaugule, Balaji V.,Patel, Jigar S.,Parmar, Bhavesh M.,Joshi, Jignesh K.,Patel, Pankaj R.
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p. 497 - 505
(2011/11/29)
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- TRICYCLIC COMPOUNDS AS MATRIX METALLOPROTEINASE INHIBITORS
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The present teachings relate to compounds of formula I: and pharmaceutically acceptable salts and esters thereof, wherein R1, R2, R3, R4, X, and Y are as defined herein. The present teachings also provide methods of making the compounds of formula I and methods of inhibiting matrix metalloproteinases, in particular, MMP-12, that may be involved in pathological disorders found in mammals, including a human.
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Page/Page column 78-79
(2010/09/17)
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- Identification of an orally efficacious matrix metalloprotease 12 inhibitor for potential treatment of asthma
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MMP-12 plays a significant role in airway inflammation and remodeling. Increased expression and production of MMP-12 have been observed in the lungs of asthmatic patients. Compound 27 was identified as a potent and selective MMP-12 inhibitor possessing go
- Li, Wei,Li, Jianchang,Wu, Yuchuan,Rancati, Fabio,Vallese, Stefania,Raveglia, Luca,Wu, Junjun,Hotchandani, Rajeev,Fuller, Nathan,Cunningham, Kristina,Morgan, Paul,Fish, Susan,Krykbaev, Rustem,Xu, Xin,Tam, Steve,Goldman, Samuel J.,Abraham, William,Williams, Cara,Sypek, Joseph,Mansour, Tarek S.
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scheme or table
p. 5408 - 5419
(2010/02/28)
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