scholarly journals Computational Study on the Acid Catalyzed Reactions of Fluorine-Containing 2,4-Dialkoxy-3,4-dihydro-2H-pyrans with Aromatic Compounds

2012 ◽  
Vol 2 (1) ◽  
pp. 129-138 ◽  
Author(s):  
Norio Ota ◽  
Yasuhiro Kamitori ◽  
Ryusuke Shirai ◽  
Mizuki Hatakenaka ◽  
Etsuji Okada
1972 ◽  
Vol 50 (2) ◽  
pp. 281-290 ◽  
Author(s):  
L. R. C. Barclay ◽  
H. R. Sonawane ◽  
M. C. MacDonald

Treatment of 2,4,6-tri-t-butylbenzyl alcohol (2), the corresponding benzyl chloride (3) and methyl ether (5) with strong acids gave high yields of 1,1-dimethyl-4,6-di-t-butylindane (10). On the other hand, acid-catalyzed reactions on 2-methyl-4,6-di-t-butylbenzyl alcohol (13), chloride (16), and methyl ether (12) yielded nucleophilic substitution products. According to comparative hydride transfer reactions between triethylsilane and carbonium ions generated from 2, 3, 13, and 16 in trifluoroacetic acid, the 2,4,6-tri-t-butylbenzyl cation is very readily formed. A mechanism suggested for the formation of 10 involves this cation as an intermediate.


1986 ◽  
Vol 51 (10) ◽  
pp. 2167-2180 ◽  
Author(s):  
Lubor Fišera ◽  
Nadezhda D. Kozhina ◽  
Peter Oravec ◽  
Hans-Joachim Timpe ◽  
Ladislav Štibrányi ◽  
...  

3-Aryl-4-R-carbamoyl-5-hydroxymethylisoxazolines (IV) were synthesized by allowing R-NH2 amines with R = H, CH3, C3H7, C6H5C2H5, and NH2 to act on 3-(X-phenyl)-4-oxo-3a,4,6,6a-tetrahydrofuro[3,4-d]isoxazoles (III) with X = H, 4-CH3, 4-OCH3, 2-OCH3, 4-Cl, 2-Cl, 4-F, 2-F, 4-Br, 4-NO2, and 3-NO2. Exposed to radiation, the substances IV give Z-2-hydroxymethylamino-2-aryl-1-formylacrylamides (V) in good yields. The 4-Cl and 4-F substituted Z-derivatives V isomerize irreversibly to the E-derivatives VI if allowed to stand in solvent; the remaining derivatives V are stable. The quantum yields of the photoreaction are from 0.012 to 0.106 in dependence on the substituent X. In all cases where the compounds IV were used for the preparation of condensed heterocycles in conditions of acid-catalyzed reactions, lactones III were preferentially formed; the action of thionyl chloride on IV results in the formation of chloromethyl derivatives VIII, which do not undergo further cyclization.


Author(s):  
Mizzanoor Rahaman ◽  
M. Shahnawaz Ali ◽  
Khorshada Jahan ◽  
Damon Hinz ◽  
Jawad Bin Belayet ◽  
...  

Author(s):  
Emanuele Moioli ◽  
Leo Schmid ◽  
Peter Wasserscheid ◽  
Hannsjoerg Freund

The kinetics of the acid catalyzed reactions of acetaldehyde ammonia trimer (AAT) and paraldehyde (para) to 2-methyl-5-ethyl pyridine (MEP) in the presence of an acid catalyst were investigated systematically. A...


ChemInform ◽  
2013 ◽  
Vol 44 (24) ◽  
pp. no-no
Author(s):  
Huafang Fan ◽  
Zhenhua Zhang ◽  
Xinjin Li ◽  
Jingwei Zhao ◽  
Jinming Gao ◽  
...  

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