The reaction rate of a catalyzed reaction is faster than the reaction rate of the uncatalyzed reaction at the same temperature. Recommanded Product: Phenacetin, 62-44-2, Name is Phenacetin, SMILES is CC(NC1=CC=C(OCC)C=C1)=O, in an article , author is Najda-Mocarska, Ewelina, once mentioned of 62-44-2.
Stereoselective Alkylation of Indole with 5-Arylidene-Meldrum’s Acids in the Presence of Organocatalysts
Background: Indole motif is frequently present in biologically active compounds. Enantiomerically pure or enriched 2,2-dimethyl-5-(aryl(1H-indol-3-yl)methyl)-1,3 -dioxane-4,6-diones can be considered as a convenient starting point for the synthesis of a indole ring fused with cyclic ketones with biological activity. Preparation of chiral 2,2-dimethyl-5-(aryl(1H-indol-3-yl)methyl)-1,3-dioxane-4,6-diones requires the reaction of indole with 2,2-dimethyl-5-arylidene-1,3-dioxane-4,6-diones in the presence of chiral catalysts or other source of chiral induction. Methods: Enantioselective Friedel-Crafts alkylation of indole has been performed with 2,2-dimethyl-5-arylidene-1,3-dioxane-4,6-diones in the presence of organocatalysts to give 5-((1H-indol-3yl)(aryl)methyl)-2,2-dimethyl-1,3-dioxane-4,6-diones. Broad scope of organocatalysts as well as various temperatures and solvents used for the reaction were tested. Results: 2,2-Dimethyl-5-(aryl(1H-indol-3-yl)methyl)-1,3-dioxane-4,6-diones were obtained with quantitative yield and enantiomeric ratio 1:3 using thiourea organocatalyst. Also a new spectroscopic method for discrimination of 5-((1H-indol-3-yl)(aryl)methyl)-2,2-dimethyl-1,3-dioxane-4,6-diones enantiomers was developed. Conclusion: Enantioselective Friedel-Crafts alkylation of indole has been developed. In the presence of thiourea catalysts, 2,2-dimethyl-5-arylidene-1,3-dioxane-4,6-diones react with indole to give 2,2-dimethyl-5-(aryl(1H-indol-3-yl)methyl)-1,3 -dioxane-4,6-diones with good yields and reasonable ee.
But sometimes, even after several years of basic chemistry education, it is not easy to form a clear picture on how they govern reactivity! 62-44-2, you can contact me at any time and look forward to more communication. Recommanded Product: Phenacetin.
Reference:
Indole alkaloid derivatives as building blocks of natural products from?Bacillus thuringiensis?and?Bacillus velezensis?and their antibacterial and antifungal activity study,
,Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles