65448-40-0Relevant academic research and scientific papers
Prolinamides of Aminouracils, Organocatalyst Modifiable by Complementary Modules
Ruíz-Pérez, Karen M.,Quiroz-García, Beatriz,Hernández-Rodríguez, Marcos
, p. 5763 - 5772 (2018)
We report the synthesis and evaluation of prolinamide organocatalysts that incorporate aminouracils. The features of these catalysts are enhanced NH acidity of the amide because of the electron-withdrawing nature of the heterocycle, an additional hydrogen-bond donor at the α or β positions of this functional group (using 6-aminouracil or 5,6-diaminouracil respectively), and it can be recovered due to its low solubility and used again without decreasing the enantioselectivity. A unique feature of these systems is the self-assembly capability with complementary modules by Watson–Crick interactions. These supramolecular adducts behave differently from the catalyst alone, some of them have lower performance but others improve the selectivity of the product. Therefore, this approach avoids the synthesis of many catalysts.
A convenient synthesis of N,N'-dibenzyl-2,4-diaminopyrimidine-2'- deoxyribonucleoside and 1-Methyl-2'-deoxypseudoisocytidine
Wellington, Kevin W.,Ooi, Hua Chee,Benner, Steven A.
experimental part, p. 275 - 291 (2009/12/26)
The syntheses of N,N'-dibenzyl-2,4-diaminopyrimidine-2'-deoxyribonucleoside and 1-methyl-2'-deoxypseudoisocytidine via Heck coupling are described. A survey of the attempts to use the Heck coupling to synthesize N,N'-dibenzyl-2,4-diaminopyrimidine-2'-deox
Amination, III. Trimethylsilanol as Leaving Group, V. Silylation - Amination of Hydroxy N-Heterocycles
Vorbrueggen, Helmut,Krolikiewicz, Konrad
, p. 1523 - 1541 (2007/10/02)
Hydroxy N-heterocycles such as 18, 21, 26, and others are efficiently aminated in a one-step/one-pot procedure by silylation-amination to give 20, 23 - 25 etc.Silylation converts aromatic hydroxy N-heterocycles into activated and lipophilic intermediates of type 3, 8 which react in situ with ammonia, primary or secondary amines to form the corresponding mono-, bis- or tris-aminated products (5, 10).This addition-elimination of amines to O-silylated heterocycles is Lewis acid-catalysed and proceeds usually in high yields if the leaving group trimethylsilanol is converted in situ by excess silylated agent into hexamethyldisiloxane.Scope and limitations of this simple procedure are discussed.
Process for the preparation of amino derivatives of N-heterocycles
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, (2008/06/13)
A process for the preparation amino derivatives of N-heterocycles comprises reacting a hydroxy-N-heterocycle with hexamethylcyclotrisilazane (HTS) and/or octamethylcyclotetrasilazane (OTS) and then with NH3, or a primary or secondary amine, esp
