scholarly journals Effective approach to a synthesis of fluorine-containing 4-acylamino-4,5,6,7-tetrahydrobenzisoxazoles

Author(s):  
T. S. Khlebnicova ◽  
Yu. A. Piven ◽  
I. I. Gerus ◽  
A. E. Sorochinsky ◽  
F. A. Lakhvich

On the example of synthesis of 4-acetylamino-3-fluoroalkyl(aryl)-4,5,6,7-tetrahydro-1,2-benzisoxazoles, the effective approach to a synthesis of novel 4-acylamino-4,5,6,7-tetrahydro-1,2-benzisoxazoles is proposed. 3-Fluoroalkyl(aryl)- 6,7-dihydro-1,2-benzisoxazol-4-ones were reduced by a sodium borohydride in isopropanol to obtain 3-fluoroalkyl(aryl)- 4,5,6,7-tetrahydro-1,2-benzisoxazol-4-ols that in the conditions of the Ritter reaction (acetonitrile, acetic acid, sulfuric acid) gave target 4-acylamino derivatives with 80–94 % yields.

RSC Advances ◽  
2013 ◽  
Vol 3 (16) ◽  
pp. 5332 ◽  
Author(s):  
Rajesh Kumar Rapolu ◽  
Buragohain NabaMukul ◽  
Srinath Reddy Bommineni ◽  
Rajender Potham ◽  
Naveen Mulakayala ◽  
...  

2009 ◽  
Vol 82 (6) ◽  
pp. 1025-1028
Author(s):  
Yu. E. Klimko ◽  
S. D. Isaev ◽  
D. A. Pisanenko

2010 ◽  
Vol 64 (1) ◽  
Author(s):  
Elena Konyushenko ◽  
Miroslava Trchová ◽  
Jaroslav Stejskal ◽  
Irina Sapurina

AbstractConditions of polyaniline (PANI) nanotubes preparation were analyzed. Aniline was oxidized with ammonium peroxydisulfate in 0.4 M acetic acid. There are two subsequent oxidation steps and the products were collected after each of them. At pH > 3, neutral aniline molecules are oxidized to non-conducting aniline oligomers. These produce templates for the subsequent growth of PANI nanotubes, which takes place preferably at pH 2–3. At pH < 2, granular morphology of the conducting PANI is obtained. High final acidity of the medium should be avoided in the preparation of nanotubes, e.g., by reducing the amount of sulfuric acid which is a by-product. Reduction of the peroxydisulfate-to-aniline mole ratio was tested for this purpose in the present study. Lowering of the reaction temperature from 20°C to −4°C had a positive effect on the formation of nanotubes.


1984 ◽  
Vol 62 (9) ◽  
pp. 1840-1844 ◽  
Author(s):  
Karl R. Kopecky ◽  
Alan J. Miller

Treatment of methyl hydrogen decahydro-1,4:5,8-exo,endo-dimethanonaphthalene-4a,8a-dicarboxylate with lead tetraacetate in benzene – acetic acid replaces the carboxyl group by an acetoxy group. Hydrolysis of this product with 25% sulfuric acid at 130 °C forms 8a-hydroxydecahydro-1,4:5,8-exo,endo-dimethanonaphthalene-4a-carboxylic acid 10. The reaction between 10 and benzenesulfonyl chloride in pyridine containing triethylamine at 95 °C produces anti-sesquinorbornene 1 in 34% yield. In the absence of triethylamine 1 is converted to the hydrochloride. The iodohydroperoxide of 1 is converted by silver acetate at 0 °C to the diketone in a luminescent reaction. The 1,2-dioxetane could not be isolated. Decahydro-1,4:5,8-exo,exo-dimethanonaphthalene-4a,8a-dicarboxylic anhydride is converted slowly by methoxide ion in methanol at 150 °C to the monomethyl ester which then undergoes demethylation. The isomeric exo,endo anhydride undergoes reaction readily with methoxide ion at 80 °C.


Sign in / Sign up

Export Citation Format

Share Document