scholarly journals Salicylic Acid‐Catalyzed Arylation of Enol Acetates with Anilines

2018 ◽  
Vol 360 (14) ◽  
pp. 2773-2778 ◽  
Author(s):  
Diego Felipe‐Blanco ◽  
Jose C. Gonzalez‐Gomez
Keyword(s):  
Salicylic Acid ◽  
Enol Acetates ◽  
Acid Catalyzed

The photoaddition of 1,3-diketonatoboron difluorides with benzene derivatives

1991 ◽  
Vol 69 (3) ◽  
pp. 423-431 ◽  
Author(s):  
Yuan L. Chow ◽  
Xinxin Ouyang
Keyword(s):  
Crystallographic Analysis ◽  
Secondary Oxidation ◽  
Enol Ethers ◽  
X Ray ◽  
Thermal Reactions ◽  
Secondary Reactions ◽  
Enol Acetates ◽  
Orthogonal Orientation ◽  
Acid Catalyzed ◽  
Boron Difluoride

The boron difluoride complexes of 2-acetylcyclohexanone, 2-acetylcyclopentanone, and acetylacetone (abbreviated as ACHBF2, ACPBF2, and AABF2) were irradiated in the presence of benzene to give the 1:1 adducts as the primary photoadducts; for certain BF2 complexes, toluene, chlorobenzene, benzonitrile, and methyl benzoate were also used as substrates. The 1,5-diketone photoadducts were assumed to form by a [2+2] photocycloaddition followed by cyclobutane opening and hydrolysis to give 1,2 adducts. They undergo a variety of secondary thermal reactions, probably acid catalyzed, to give enol ethers, enol acetates, acetophenones, and ketonylacetophenones. The efficiency of these secondary reactions determines the final products. Photoaddition with a monosubstituted benzene preferentially occurs at the 3,4 bond without regioselectivity. Under oxygen, ACHBF2 photolytically reacts with benzene to give a secondary oxidation product of a 10-membered cyclic alkylphe-none, which is proven by X-ray crystallographic analysis to have the benzene ring and carbonyl group in orthogonal orientation. It is shown that the singlet excited state ACHBF2 initiates the photoaddition, probably through the formation of the benzene exciplex, which could be detected by its emission. While the Stern–Volmer rates are small, the quantum yield of photoaddition products is as high as 0.12–0.19 under limiting conditions. Key words: [2+2] photocycloaddition, non-planar alkanophenone, macrocyclic alkanophenone, boron difluoride complexes, photoaddition to benzenes.

Study on Methyl Esterification of Salicylic Acid Using an Intensified Fixed Bed Reactor

2019 ◽  
Vol 17 (8) ◽  
Author(s):  
Gaodong Yang ◽  
Si Chen ◽  
Xiabing Li ◽  
Chengzhi Liu ◽  
Jian He ◽  
...  
Keyword(s):  
Salicylic Acid ◽  
Exchange Resin ◽  
Fixed Bed ◽  
Cation Exchange Resin ◽  
Fixed Bed Reactor ◽  
Catalyst Loading ◽  
Optimal Conditions ◽  
Methyl Esterification ◽  
Acid Catalyzed ◽  
Good Agreement

Abstract Methyl esterification of salicylic acid catalyzed by strong acidic cation exchange resin NKC-9 was carried out on an intensified fixed bed reactor (IFBR) to investigate the effects of different parameters and the results showed that the optimal conditions were as follows: circulation speed is 1.5 L· h−1, catalyst loading is 20 %, initial mole ratio of salicylic acid and methanol is 1:6 and reaction temperature is 343.15 K. The thermodynamics for the methyl esterification of salicylic acid have been studied to obtain the equilibrium constant from the experimental data at different temperature. PH, E-R and LHHW models were used to correlate the kinetic data in the temperature range from 328.15 to 348.15 K. The calculated value is in good agreement with experimental value, indicating that all the models can be used to accurately describe the process of the methyl esterification of salicylic acid.

Two mechanisms for the acid-catalyzed hydrolysis of enol acetates

1969 ◽  
Vol 91 (1) ◽  
pp. 119-124 ◽  
Author(s):  
Donald S. Noyce ◽  
Ralph M. Pollack
Keyword(s):  
Enol Acetates ◽  
Acid Catalyzed ◽  
Hydrolysis Of

ChemInform Abstract: Solvent-Free Synthesis of Dihydropyridines and Acridinediones via a Salicylic Acid-Catalyzed Hantzsch Multicomponent Reaction.

ChemInform ◽  
2014 ◽  
Vol 45 (33) ◽  
pp. no-no
Author(s):  
Imene Amine Khodja ◽  
Wassima Ghalem ◽  
Zineb Imene Dehimat ◽  
Raouf Boulcina ◽  
Bertrand Carboni ◽  
...  
Keyword(s):  
Salicylic Acid ◽  
Multicomponent Reaction ◽  
Solvent Free ◽  
Acid Catalyzed ◽  
Solvent Free Synthesis

scholarly journals Solvent-Free Synthesis of Dihydropyridines and Acridinediones via a Salicylic Acid–Catalyzed Hantzsch Multicomponent Reaction

2014 ◽  
Vol 44 (7) ◽  
pp. 959-967 ◽  
Author(s):  
Imène Amine Khodja ◽  
Wassima Ghalem ◽  
Zineb Imene Dehimat ◽  
Raouf Boulcina ◽  
Bertrand Carboni ◽  
...  
Keyword(s):  
Salicylic Acid ◽  
Multicomponent Reaction ◽  
Solvent Free ◽  
Acid Catalyzed ◽  
Solvent Free Synthesis

scholarly journals Salicylic Acid-Catalyzed One-Pot Hydrodeamination of Aromatic Amines by tert -Butyl Nitrite in Tetrahydrofuran

2017 ◽  
Vol 359 (16) ◽  
pp. 2857-2863 ◽  
Author(s):  
Diego Felipe-Blanco ◽  
Francisco Alonso ◽  
Jose C. Gonzalez-Gomez
Keyword(s):  
Salicylic Acid ◽  
Aromatic Amines ◽  
One Pot ◽  
Tert Butyl ◽  
Acid Catalyzed
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