Synthesis of bis-armed amino acid derivatives via the alkylation of ethyl isocyanoacetate and the Suzuki–Miyaura cross-coupling reaction

Amino Acids ◽  
2006 ◽  
Vol 32 (3) ◽  
pp. 387-394 ◽  
Author(s):  
S. Kotha ◽  
V. R. Shah ◽  
S. Halder ◽  
R. Vinodkumar ◽  
K. Lahiri
Keyword(s):  
Amino Acid ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Amino Acid Derivatives ◽  
Cross Coupling Reaction

scholarly journals Palladium-catalyzed C–N and C–O bond formation of N-substituted 4-bromo-7-azaindoles with amides, amines, amino acid esters and phenols

2012 ◽  
Vol 8 ◽  
pp. 2004-2018 ◽  
Author(s):  
Rajendra Surasani ◽  
Dipak Kalita ◽  
A V Dhanunjaya Rao ◽  
K B Chandrasekhar
Keyword(s):  
Amino Acid ◽  
Bond Formation ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Amino Acid Esters ◽  
Coupling Reactions ◽  
Cross Coupling Reactions ◽  
Cross Coupling Reaction ◽  
Palladium Catalyzed ◽  
Acid Esters

Simple and efficient procedures for palladium-catalyzed cross-coupling reactions of N-substituted 4-bromo-7-azaindole (1H-pyrrole[2,3-b]pyridine), with amides, amines, amino acid esters and phenols through C–N and C–O bond formation have been developed. The C–N cross-coupling reaction of amides, amines and amino acid esters takes place rapidly by using the combination of Xantphos, Cs2CO3, dioxane and palladium catalyst precursors Pd(OAc)2/Pd2(dba)3. The combination of Pd(OAc)2, Xantphos, K2CO3 and dioxane was found to be crucial for the C–O cross-coupling reaction. This is the first report on coupling of amides, amino acid esters and phenols with N-protected 4-bromo-7-azaindole derivatives.

scholarly journals Oxidative cross-coupling reaction by scandium catalysis for synthesis of α-alkyl α-amino acid ester derivatives

RSC Advances ◽  
2017 ◽  
Vol 7 (27) ◽  
pp. 16561-16564 ◽  
Author(s):  
Xiao-Hong Wei ◽  
Lian-Biao Zhao ◽  
Han-Cheng Zhou
Keyword(s):  
Amino Acid ◽  
Boronic Acid ◽  
Acid Ester ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Amino Acid Ester ◽  
Cross Coupling Reaction ◽  
Acid Esters

A novel oxidative cross-coupling reaction between N-arylglycine esters and alkyl boronic acid esters was developed by scandium catalysis.

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