Dehydrogenative Cross-Coupling Reaction by Cooperative Transition-Metal and Brønsted Acid Catalysis for the Synthesis of β-Quinolinyl α-Amino Acid Esters

2014 ◽  
Vol 16 (18) ◽  
pp. 4881-4883 ◽  
Author(s):  
Zhi-Qiang Zhu ◽  
Peng Bai ◽  
Zhi-Zhen Huang
Keyword(s):  
Amino Acid ◽  
Transition Metal ◽  
Acid Catalysis ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Amino Acid Esters ◽  
Cross Coupling Reaction ◽  
Brönsted Acid ◽  
Acid Esters ◽  
Cooperative Transition

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.

Copper-Catalyzed Cross-Dehydrogenative-Coupling Reaction of N-Arylglycine Esters with Imides or Amides for Synthesis of α-Substituted α-Amino Acid Esters

Synlett ◽  
2018 ◽  
Vol 29 (12) ◽  
pp. 1659-1663 ◽  
Author(s):  
Zhi-Qiang Zhu ◽  
Zong-Bo Xie ◽  
Zhang-Gao Le ◽  
Li-Jin Xiao ◽  
Dong Guo ◽  
...  
Keyword(s):  
Amino Acid ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Synthetic Approach ◽  
Amino Acid Esters ◽  
The Novel ◽  
Reaction Conditions ◽  
Simple Operation ◽  
Dehydrogenative Coupling ◽  
Acid Esters

A simple and highly efficient cross-dehydrogenative-­coupling (CDC) reaction between N-aryl glycine esters and imides or amides by the catalysis of a copper salt without the requirement of ­peroxide agents is described. The novel reaction provides a facile ­approach for the synthesis of α-substituted α-amino acid esters through C–H/N–H oxidative cross-coupling. A possible mechanism for the CDC reaction by using copper as a catalyst and air as the terminal oxidant is also proposed. This synthetic approach has the advantages of good yields, simple operation and mild reaction conditions.

ChemInform Abstract: A Transition-Metal-Free Cross-Coupling Reaction of Allylic Bromides with Aryl- and Vinylboronic Acids.

ChemInform ◽  
2012 ◽  
Vol 43 (33) ◽  
pp. no-no
Author(s):  
Mitsuhiro Ueda ◽  
Kota Nishimura ◽  
Ryo Kashima ◽  
Ilhyong Ryu
Keyword(s):  
Transition Metal ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Metal Free ◽  
Cross Coupling Reaction
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