93974-08-4

Usage

InChI:InChI=1/C12H8FNO3/c13-9-5-1-3-7-11(9)17-12-8-4-2-6-10(12)14(15)16/h1-8H

Upstream product

• 367-12-4 2-fluorophenol 
• 88-73-3 2-Chloronitrobenzene 
• 23530-43-0 2-(N,N-dimethylaminosulfonyl)nitrobenzene 
• 1493-27-2 ortho-nitrofluorobenzene 

Downstream Products

• 135-67-1 phenoxazine 
• 908242-64-8 2-fluorophenyl 2-iodophenyl ether 
• 391906-76-6 2-(2-fluorophenoxy)aniline 

Relevant academic research and scientific papers

Microwave assisted rapid synthesis of phenoxazines and benzopyridoxazines

A facile protocol for the synthesis of phenoxazines and benzopyridoxazines by Smiles rearrangement have been demonstrated in short reaction time under microwave irradiation. The control experiments suggest that a reaction proceeds through Smiles rearrangement followed SNAr ring closure by in situ cascade process. In our present work, both the electron donating and electron withdrawing groups were tolerant and provided a corresponding phenoxazine/benzopyridoxazine in good to moderate yields.

Ligand-free copper-catalyzed O-arylation of arenesulfonamides with phenols: An unusual approach to biaryl ether synthesis

An unprecedented ligand-free copper-catalyzed O-arylation of arenesulfonamides with phenols has been developed. Thus, a range of unsysmmetric biaryl ethers were synthesized in excellent yields. The reaction occurs efficiently with excellent regioselectivity through the cleavage of Cary–S bond and with a good tolerance of functional groups on the phenyl ring of phenols. The reaction is appreciated for its readily accessible substrates, mild conditions, and simple operation under air.

Pyrazinamide compounds, preparation method and application thereof as well as bactericide

The invention relates to the field of pesticide bactericides and discloses pyrazinamide compounds, a preparation method and an application thereof as well as a bactericide. The compounds have the structure shown in formula (I). The pyrazinamide compounds with the novel structure are designed by introducing pyrazine ring fragments in Pyradiflumid and diphenyl ether fragments with wide bioactivity,and the pyrazinamide compounds can be used as novel SDHIs (succinate dehydrogenase inhibitors) or bactericides.

Four- and Sixfold Tandem-Domino Reactions Leading to Dimeric Tetrasubstituted Alkenes Suitable as Molecular Switches

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.

A Fast Way to Fluorescence: A Fourfold Domino Reaction to Condensed Polycyclic Compounds

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.

A route to regioselectively functionalized carbazoles, dibenzofurans, and dibenzothiophenes through anionic cyclization of benzyne-tethered aryllithiums

The treatment of 2-fluorophenyl 2-iodophenylamines, ether, and thioether, easily prepared from commercially available products, with 3.3 equiv of t-BuLi and further reaction with selected electrophiles gives rise to functionalized carbazole, dibenzofuran, and dibenzothiophene derivatives in a direct and regioselective manner. The process involves an anionic cyclization on a benzyne-tethered aryllithium intermediate.

The studies of the intramolecular C-F---H-N hydrogen bonding using covalently-linked base pair models of F and A

Both 1H NMR and X-ray studies revealed that C-F---H-N intramolecular hydrogen bonding is not observed even in covalently-linked base pair models of F and A. These results strongly support the Kool's hypothesis.