2620-12-4

Upstream product

• 109-89-7 diethylamine 
• 7148-74-5 2-Bromopropionyl chloride 
• 7148-74-5 (S)-2-bromopropionyl chloride 
• 563-76-8 α-bromopropionyl bromide 

Downstream Products

• 92493-17-9 N-methyl-N-phenyl-alanine diethylamide 
• 93161-95-6 (+/-)-2--propionsaeure-diaethylamid 
• 93151-70-3 2-(Methyl-benzyl-amino)-propionsaeure-diaethylamid 
• 93161-96-7 2--propionsaeure-diaethylamid 
• 10483-88-2 N,N-Diethyl-2-phenoxy-propionamide 
• 161012-98-2 4-ethoxy-3-methyl-2-phenylthiazole 
• 321861-89-6 N,N-diethyl-2-(4-methylsulfanyl-1-phenyl-1H-pyrazolo[3,4-d]pyrimidin-6-ylsulfanyl)-propionamide 
• 1315471-80-7 N,N-diethyl-2-methyl-4-phenylbut-3-ynamide 

Relevant academic research and scientific papers

Organosilicon Reducing Reagents for Stereoselective Formations of Silyl Enol Ethers from α-Halo Carbonyl Compounds

Salt-free stereoselective synthesis of silyl enol ethers was achieved by treating α-halo carbonyl compounds with 2,3,5,6-tetramethyl-1,4-bis(trimethylsilyl)-1,4-dihydropyrazine. In this reaction, easily removable trimethylsilyl halides and 2,3,5,6-tetramethylpyrazine were generated as the reaction byproducts. Due to the inertness of the reaction byproducts, we found a one-pot transformation of the in situ generated silyl enol ethers into various α-functionalized carbonyls by reaction with Togni-II reagent or aldehydes.

Palladium-catalyzed intermolecular α-arylation of zinc amide enolates under mild conditions

The intermolecular α-arylation and vinylation of amides by palladium-catalyzed coupling of aryl bromides and vinyl bromides with zinc enolates of amides is reported. Reactions of three different types of zinc enolates have been developed. The reactions of

Palladium-catalyzed α-arylation of esters and amides under more neutral conditions

Two procedures for the ∞-arylation of carbonyl compounds under conditions that are more neutral than those of reactions of aryl halides with alkali metal enolates are reported. The first procedure rests upon the development of catalysts bearing the hindered pentaphenylferrocenyl di-tert-butylphosphine (Q-phos) and the highly reactive dimeric Pd(I) complex {P(t-Bu)3]PdBr}2. By this procedure, zinc enolates prepared from ∞-bromo esters and amides react with aryl halides to form ∞-aryl esters and amides in high yields under mild conditions with 1-2 mol % catalyst and with remarkable functional group tolerance. By the second procedure, silyl ketene and silyl ketimine acetals react with aryl bromides in the presence of substoichiometric zinc fluoride, 1 mol % Pd(dba)2, and 2 mol % P(t-Bu)3 in DMF solvent at 80 °C. Reactions of zinc tert-butyl acetate and propionate enolates and trimethylsilyl ketene acetals of tert-butyl propionate and methyl isobutyrate with aryl bromides bearing electron-donating and potentially reactive, base-sensitive electron-withdrawing groups and with pyridyl bromides are reported. In addition, the diastereoselective coupling of phenyl bromide with an imide enolate bearing the Evans auxiliary is reported, and this study shows that racemization of base-sensitive stereocenters does not occur during the coupling process under these more neutral conditions. Copyright

Aminothiazole Derivatives. II. A Facile Synthesis of Condensed 4-Aminothiazole Derivatives using α-Bromolactams and Thioamides

The reaction of an α-bromolactam with a thioamide was found to give a cyclic 4-aminothiazole derivative.Novel heterocyclic compounds such as 4,5,6,7-tetrahydrothiazolopyridines 10, 5,6,7,8-tetrahydro-4H-thiazoloazepines 11, 4,5,6,7,8,9-hexahydrothiazoloazocine 12 and 9,10-dihydro-4H-thiazolobenzazepines 18 were thus prepared and the utility of this method in the construction of 4-aminothiazole-containing compounds was suggested.