180747-37-9

Upstream product

• 563-76-8 α-bromopropionyl bromide 
• 103-49-1 dibenzylamine 
• 598-72-1 2-Bromopropionic acid 
• 7148-74-5 2-Bromopropionyl chloride 
• 100-46-9 benzylamine 
• 100-52-7 benzaldehyde 

Downstream Products

• 864381-79-3 (2R,5S,6S,7S,1'S)-7-ethyloxycarbonyl-6-(1-(N,N-dibenzylcarbamoyl)ethyl)-8-oxo-2-phenyl-1-aza-3-oxa-bicyclo[3.3.0]octane 
• 1522362-28-2 N,N-dibenzyl-4-(4-(tert-butyl)phenyl)-2-methyl-4-oxobutanamide 
• 864381-67-9 (2S,3S,4S,1'S)-3-(1-(dibenzylcarbamoyl)ethyl)-2-hydroxymethyl-5-oxo-pyrrolidine-4-carboxylic acid ethyl ester 

Relevant academic research and scientific papers

Copper-Catalyzed Enantioselective Sonogashira Type Coupling of Alkynes with α-Bromoamides

An asymmetric copper-catalyzed Sonogashira type coupling between alkynes and α-bromoamides has been developed. This method represents a facile approach to synthetically useful β, γ-alkynyl amides from two readily available starting materials in a highly enantioselective manner. A Bisoxazoline diphenylanaline (BOPA) serves as the effective chiral ligand. Preliminary mechanistic studies support the formation of alkyl radical species.

Cobalt-Catalyzed α-Arylation of Substituted α-Bromo α-Fluoro β-Lactams with Diaryl Zinc Reagents: Generalization to Functionalized Bromo Derivatives

A cobalt-catalyzed cross-coupling of α-bromo α-fluoro β-lactams with diarylzinc or diallylzinc reagents is herein disclosed. The protocol proved to be general, chemoselective and operationally simple allowing the C4 functionalization of β-lactams. The substrate scope was expanded to α-bromo lactams and amides, α-bromo lactones and esters as well as N- and O-containing heterocycles.

Iron-Catalyzed Intramolecular C-H Amination of α-Azidyl Amides

Iron-catalyzed intramolecular C-H amination of aliphatic azides has recently emerged as a powerful tool for the preparation of nitrogen heterocycles. This paper reports that α-azidyl amides can be converted in high efficacy to imidazolinone compounds via intramolecular C(sp3)-H amination by the action of a simple catalytic system composed of FeCl2 and a β-diketiminate ligand. The reactions provide a simple and atom-economical approach toward polysubstituted imidazolinones.

Cobalt-Catalyzed Cross-Coupling of α-Bromo Amides with Grignard Reagents

A cobalt-catalyzed cross-coupling between α-bromo amides and Grignard reagents is disclosed. The reaction is general and allows access to a large variety of α-aryl and β,γ-unsaturated amides. Some mechanistic investigations have been undertaken to determine the nature of the intermediate species.

Samarium(II) iodide mediated intermolecular coupling reactions of N,N-dibenzyl-α-haloamides with carbonyl compounds

Samarium(II) iodide mediated coupling reactions of α-haloamides with carbonyl compounds are found to give N,N-dibenzyl-β-hydroxyamides (4a-i, 5a-i, and 6a) in good yields under mild reaction conditions. The transformation of 4a and 5a to N,N-dibenzyl-3-phenylpropanamide (7) and β-hydroxycarboxylic acid (8), respectively, are described.