scholarly journals Synthesis of SF5-containing benzisoxazoles, quinolines, and quinazolines by the Davis reaction of nitro-(pentafluorosulfanyl)benzenes

2013 ◽  
Vol 9 ◽  
pp. 411-416 ◽  
Author(s):  
Petr Beier ◽  
Tereza Pastýříková
Keyword(s):  
Electron Donor ◽  
Electron Acceptor ◽  
Carbonyl Compounds ◽  
Donor Group ◽  
Condensation Reactions ◽  
Acceptor Group ◽  
Synthetic Utility ◽  
High Yields

Meta- or para-nitro-(pentafluorosulfonyl)benzenes underwent the Davis reaction with arylacetonitriles to provide the SF5-containing benzisoxazoles. Good yields were obtained with arylacetonitriles containing the electron-neutral or electron-donor group, while those with the electron-acceptor group were found to be unreactive. Reductions of the benzisoxazoles gave ortho-aminobenzophenones in high yields. Their synthetic utility was demonstrated by condensation reactions with carbonyl compounds or amines to provide SF5-containing quinolines and quinazolines, respectively.

A Pyridinium Dye as Chromogenic Probe for DNA Molecule

2012 ◽  
Vol 482-484 ◽  
pp. 839-842
Author(s):  
Guo Hui Zhang ◽  
Jian Jun Chen ◽  
Yun Long Deng ◽  
Yun Hui Sun ◽  
Du Xia Cao
Keyword(s):  
Crystal Structure ◽  
Electron Donor ◽  
Electron Acceptor ◽  
Photophysical Properties ◽  
Dna Probe ◽  
Donor Group ◽  
Pyridinium Cation ◽  
Dna Molecule ◽  
Acceptor Group

A pyridinium dye with N-butyl-carbazole as an electron donor group and pyridinium cation as electron acceptor group has been synthesized. The crystal structure and photophysical properties of the dye in different solvents are researched. The interaction between the dye and DNA is also researched. The results reveal that the dye can be used as a DNA probe.

scholarly journals Synthesis and Spectroscopic Characterisation of Some Novel Butadienyl Asycyanine Colorants having Lepidine Moiety

2019 ◽  
pp. 1-6
Author(s):  
Yasir Sajjad ◽  
Ram Ekbal Yadav ◽  
I. Ali ◽  
A. S. Ansari
Keyword(s):  
Electron Donor ◽  
Electron Acceptor ◽  
Red Shift ◽  
Donor Group ◽  
Basic Catalyst ◽  
Visible Absorption ◽  
Catalytic Condensation ◽  
Phenyl Ketone ◽  
Spectroscopic Characterisation

Twenty-one novel chromophoric chain β-substituted butadienyl asycyanine colorants have been synthesized by catalytic condensation of (i) dimethylaminostyryl phenyl ketone, (ii) 4ʹ-dimethylaminostyryl-4ʹ-nitrophenyl ketone and (iii) 4ʹ-dimethylaminostyryl-4ʹ-methoxyphenyl ketone with seven lepidinium methyliodide salts in ethanolic DMF medium using piperidine as basic catalyst. These colorants were synthesized with the objective to study the effect of electron acceptor and electron donor group substituent at 4ʹ-position in the chain β-phenyl nucleus on visible absorption maxima. The newly prepared colorants were found to exhibit uniform increase in absorption maxima i.e. Red shift (RS), when collated with analogues having no substituent in the β-phenyl nucleus. Again the absorption maxima of the title colorants were found to be higher than the absorption maxima of previously prepared butadienyl colorants having quinoline mioety of same conjugated system.

Synthesis and properties of azobenzocrown ethers with π-electron donor, or π-electron donor and π-electron acceptor group(s) on benzene ring(s)

Tetrahedron ◽  
2005 ◽  
Vol 61 (45) ◽  
pp. 10738-10747 ◽  
Author(s):  
Elżbieta Luboch ◽  
Ewa Wagner-Wysiecka ◽  
Zuzanna Poleska-Muchlado ◽  
Victor Ch. Kravtsov
Keyword(s):  
Benzene Ring ◽  
Electron Donor ◽  
Electron Acceptor ◽  
Acceptor Group

scholarly journals Copper(I)-catalyzed asymmetric 1,6-conjugate allylation

2020 ◽  
Vol 11 (1) ◽  
Author(s):  
Chang-Yun Shi ◽  
Zhi-Zhou Pan ◽  
Ping Tian ◽  
Liang Yin
Keyword(s):  
Alkyl Group ◽  
Carbonyl Compounds ◽  
Phenolic Hydroxyl ◽  
Asymmetric Induction ◽  
Hydroxyl Group ◽  
Terminal Olefin ◽  
Aryl Group ◽  
Synthetic Utility ◽  
Catalytic Asymmetric ◽  
High Yields

Abstract Catalytic asymmetric conjugate allylation of unsaturated carbonyl compounds is usually difficult to achieve, as 1,2-addition proceeds dominantly and high asymmetric induction is a challenging task. Herein, we disclose a copper(I)-NHC complex catalyzed asymmetric 1,6-conjugate allylation of 2,2-dimethyl-6-alkenyl-4H-1,3-dioxin-4-ones. The phenolic hydroxyl group in NHC ligands is found to be pivotal to obtain the desired products. Both aryl group and alkyl group at δ-position are well tolerated with the corresponding products generated in moderate to high yields and high enantioselectivity. Moreover, both 2-substituted and 3-substituted allylboronates serve as acceptable allylation reagents. At last, the synthetic utility of the products is demonstrated in several transformations by means of the versatile terminal olefin and dioxinone groups.

Synthetic and Mechanistic Studies of a Versatile Heteroaryl Thioether Directing Group for Pd(II) Catalysis

2019 ◽  
Author(s):  
Andrew Romine ◽  
Kin Yang ◽  
Malkanthi Karunananda ◽  
Jason Chen ◽  
Keary Engle
Keyword(s):  
Mechanistic Studies ◽  
Salvianolic Acid ◽  
Wide Range ◽  
Computational Data ◽  
Synthetic Utility ◽  
Directing Group ◽  
High Yields ◽  
Julia Olefination ◽  
Reaction Progress Kinetic Analysis

A weakly coordinating monodentate heteroaryl thioether directing group has been developed for use in Pd(II) catalysis to orchestrate key elementary steps in the catalytic cycle that require conformational flexibility in a manner that is difficult to accomplish with traditional strongly coordinating directing groups. This benzothiazole thioether, (BT)S, directing group can be used to promote oxidative Heck reactivity of internal alkenes providing a wide range of products in moderate to high yields. To demonstrate the broad applicability of this directing group, arene C–H olefination was also successfully developed. Reaction progress kinetic analysis provides insights into the role of the directing group in each reaction, which is supplemented with computational data for the oxidative Heck reaction. Furthermore, this (BT)S directing group can be transformed into a number of synthetically useful functional groups, including a sulfone for Julia olefination, allowing it to serve as a “masked olefin” directing group in synthetic planning. In order to demonstrate this synthetic utility, natural products (+)-salvianolic acid A and salvianolic acid F are formally synthesized using the (BT)S directed C–H olefination as the key step.

scholarly journals Copper(I) Chloride/Kieselguhr: A Versatile Catalyst for Oxidation of Alkyl Halides and Alkyl Tosylates to the Carbonyl Compounds

1999 ◽  
Vol 23 (7) ◽  
pp. 434-435
Author(s):  
Mohammed M. Hashemi ◽  
Yousef Ahmadi Beni
Keyword(s):  
Carbonyl Compounds ◽  
Alkyl Halides ◽  
Aldehydes And Ketones ◽  
High Yields

Copper(I) Chloride adsorbed on Kieselguhr in the presence of oxygen catalyses oxidation of alkyl halides and alkyl tosylates to the aldehydes and ketones in high yields.

Preponderant role of pentafluorophenyl moieties for tuning the electronic properties of extended benzodifuran-azomethine derivatives

2021 ◽  
Author(s):  
Chady Moussallem ◽  
Magali Allain ◽  
Frédéric Gohier ◽  
Pierre Frere
Keyword(s):  
Electronic Properties ◽  
Electron Donor ◽  
Electron Acceptor

From a central 3,7-bis(perfluorophenyl)-BDF unit, the extension performed with electron acceptor perfluorophenyl groups and/or electron donor N,N-dimethylamino groups via an imine link leads to symmetrical AAA and DAD or dissymmetrical...

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