118783-29-2

Upstream product

• 100992-42-5 methyl 2-(4-chlorobenzylidene)amino-3-phenylpropionate 
• 100-39-0 benzyl bromide 
• 75984-69-9 methyl N-p-chlorobenzylidene(phenyl)glycinate 
• 1417598-22-1 C₂₃H₂₀ClNO₂ 

Downstream Products

• 1417598-38-9 C₃₂H₃₂Br₂N₂O₄Pd₂ 
• 1266226-62-3 C₃₂H₃₂Br₂N₂O₄Pd₂ 
• 1417598-25-4 C₃₄H₃₁ClNO₂PPd 
• 1417598-32-3 C₃₄H₃₁ClNO₂PPd 
• 1266226-61-2 methyl 1-oxo-3-phenyl-1,2,3,4-tetrahydroisoquinoline-3-carboxylate 
• 1266226-63-4 methyl 1-benzyl-3-oxoisoindoline-1-carboxylate 

Relevant academic research and scientific papers

Amine-Directed Palladium-Catalyzed C?H Halogenation of Phenylalanine Derivatives

An efficient primary-amine-directed, palladium-catalyzed C?H halogenation (X=I, Br, Cl) of phenylalanine derivatives is reported on a range of quaternary amino acid (AA) derivatives thanks to suitable conditions employing trifluoroacetic acid as additive. The extension of this original native functionality-directed ortho-selective halogenation was even demonstrated with the more challenging native phenylalanine as tertiary AA.

NH2 as a directing group: From the cyclopalladation of amino esters to the preparation of benzolactams by palladium(II)-catalyzed carbonylation of N-unprotected arylethylamines

An unusual NH2-directed Pd(II)-catalyzed carbonylation of quaternary aromatic α-amino esters to yield benzolactams has been developed. The steric hindrance around the amino group is pivotal for the success of the process. The stoichiometric cyclometalation of a variety amino esters has been studied in order to evaluate the influence of the different variables (size of the metallacycle, aromatic ring substituents, and steric bulk) in the process, and a complete kinetico-mechanistic study of the cyclopalladation process has been carried out. The experimental results indicate that the full substitution of the carbon in the α position of the amino esters plays an important role in their cyclopalladation reaction. The reaction shows a strong bias toward six-membered lactams over the five-membered analogues, which can be explained by a greater reactivity of the six-membered palladacycles.

REACTIONS OF (ARENE)TRICARBONYLCHROMIUM COMPLEXES WITH ANIONS FROM SCHIFF BASES OF α-AMINO ESTERS: SYNTHESIS OF Α-ARYL AMINO ACIDS

We report here a convenient synthesis of α-substituted aryl amino acids: Schiff bases 1 derived from α-amino esters were arylated with halogeno aryl chromium tricarbonyl complex to produce, after oxydation or hydrolysis, α-aryl amino esters 4.