DBU‐Promoted Synthesis of 1,3‐Benzoxazines from Geminal Dibromo Olefins: Applications to the Construction of o ‐Amido Phenacyl Bromides

2020 ◽  
Vol 5 (13) ◽  
pp. 3778-3783
Author(s):  
Amol Milind Garkhedkar ◽  
Ya‐Chi Chiang ◽  
Gopal Chandru Senadi ◽  
Jeh‐Jeng Wang ◽  
Wan‐Ping Hu
Keyword(s):  

2003 ◽  
Vol 68 (4) ◽  
pp. 1594-1596 ◽  
Author(s):  
Diane M. Kalendra ◽  
Barry R. Sickles




2016 ◽  
Vol 14 (10) ◽  
pp. 2819-2823 ◽  
Author(s):  
Xiufang Cheng ◽  
Yi Peng ◽  
Jun Wu ◽  
Guo-Jun Deng

2-Aroylbenzofurans were prepared from 2-bromophenols, phenacyl bromides and paraformaldehyde under palladium catalysis conditions.



Biochemistry ◽  
1969 ◽  
Vol 8 (11) ◽  
pp. 4560-4566 ◽  
Author(s):  
D. S. Sigman ◽  
D. A. Torchia ◽  
E. R. Blout
Keyword(s):  


Pharmacia ◽  
2019 ◽  
Vol 66 (3) ◽  
pp. 141-146
Author(s):  
Hanna Severina ◽  
Olga O. Skupa ◽  
Natalya I. Voloshchuk ◽  
Marharyta M. Suleiman ◽  
Victoriya A. Georgiyants

The alkylation of 6-methyl-2-thioxo-2,3-dihydro-1H-pyrimidine-4-one phenacyl bromides under different conditions was investigated. It was found that during the reaction in the medium of DMF/K2CO3 a mixture of 2-(2-aryl-2-oxoethyl)thio-6-methyl-pyrimidine-4(3H)-one and 3-hydroxy-3-aryl-7-methyl-2,3-dihydro-5H-thiazolo[3,2-a]pyrimidine-5-one was formed. The holding of the resulting mixture in the concentrated sulphuric acid leads to the formation of cyclization products - derivatives of 3-aryl-7-methyl-5H-thiazolo[3,2-a]pyrimidin-5-one with high yields. Individual S-alkylated derivatives – 2-(2-aryl-2-oxoethyl)thio-6-methyl-pyrimidine-4(3H)-one - were obtained by reacting in methanol in the presence of sodium methoxide. Pharmacological screening of synthesized compounds for anticonvulsant activity on the model of pentylenetetrazole seizures in rats was carried out and some regularity “structure-activity” was established.





1979 ◽  
Vol 10 (10) ◽  
Author(s):  
T. FUJII ◽  
S. YOSHIFUJI ◽  
M. OHBA
Keyword(s):  


1984 ◽  
Vol 22 (3) ◽  
pp. 199-199 ◽  
Author(s):  
Fred Yukio Fujiwara ◽  
Roberto Rittner ◽  
Haydeé R. Freire


1985 ◽  
Vol 16 (1) ◽  
Author(s):  
J. H. SCOTT ◽  
T. A. SMITH ◽  
J. H. HUTCHINSON
Keyword(s):  


Molecules ◽  
2020 ◽  
Vol 25 (7) ◽  
pp. 1682
Author(s):  
Eugene V. Babaev ◽  
Victor B. Rybakov

Reaction between the derivatives of 6-methyl-beta-nitropyridin-2-one and phenacyl bromides was studied, and the yields observed were extremely low. The pyridones were converted via chloropyridines to methoxyderivatives, which were N-phenacylated. N-Phenacyl derivatives of 4,6-dimethyl-5-nitropyridin-2-one under the action of base gave 5-hydroxy-8-nitroindolizine and under acidic conditions gave 5-methyl-6-nitrooxazole[3,2-a]pyridinium salt, which underwent recycization with MeONa to 5-methoxy-8-nitroindolizine.



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