Efficient synthesis of 2,5-disubstituted tetrazoles via the Cu2O-catalyzed aerobic oxidative direct cross-coupling of N–H free tetrazoles with boronic acids

2012 ◽  
Vol 48 (21) ◽  
pp. 2719 ◽  
Author(s):  
Yu Li ◽  
Lian-Xun Gao ◽  
Fu-She Han
Keyword(s):  
Cross Coupling ◽  
Boronic Acids ◽  
Efficient Synthesis ◽  
Direct Cross

Copper-catalyzed direct cross-coupling of 1,3,4-oxadiazoles with N-tosylhydrazones: efficient synthesis of benzylated 1,3,4-oxadiazoles

RSC Advances ◽  
2013 ◽  
Vol 3 (43) ◽  
pp. 20538 ◽  
Author(s):  
N. Salvanna ◽  
Gandolla Chinna Reddy ◽  
Bethapudi Rama Rao ◽  
Biswanath Das
Keyword(s):  
Cross Coupling ◽  
Efficient Synthesis ◽  
Direct Cross

scholarly journals Consecutive cross-coupling reactions of 2,2-difluoro-1-iodoethenyl tosylate with boronic acids: efficient synthesis of 1,1-diaryl-2,2-difluoroethenes

2013 ◽  
Vol 9 ◽  
pp. 2470-2475 ◽  
Author(s):  
Ju Hee Kim ◽  
Su Jeong Choi ◽  
In Howa Jeong
Keyword(s):  
Cross Coupling ◽  
Catalytic Amount ◽  
Boronic Acids ◽  
Coupling Reactions ◽  
Efficient Synthesis ◽  
Cross Coupling Reactions ◽  
The Cross ◽  
High Yields

The cross-coupling reactions of 2,2-difluoro-1-iodoethenyl tosylate (2) with 2 equiv of boronic acids in the presence of catalytic amounts of Pd(OAc)2 and Na2CO3 afforded the mono-coupled products 3 and 5 in high yields. The use of 4 equiv of boronic acids in the presence of catalytic amount of Pd(PPh3)2Cl2 and Na2CO3 in this reaction resulted in the formation of symmetrical di-coupled products 4 in high yields. Unsymmetrical di-coupled products 4 were obtained in high yields from the reactions of 3 with 2 equiv of boronic acids in the presence of catalytic amounts of Pd(OAc)2 and Na2CO3.

scholarly journals N-Heterocyclic carbene-catalyzed direct cross-aza-benzoin reaction: Efficient synthesis of α-amino-β-keto esters

2012 ◽  
Vol 8 ◽  
pp. 1499-1504 ◽  
Author(s):  
Takuya Uno ◽  
Yusuke Kobayashi ◽  
Yoshiji Takemoto
Keyword(s):  
Reaction Mechanism ◽  
Cross Coupling ◽  
Catalytic Synthesis ◽  
Efficient Synthesis ◽  
Thermodynamic Control ◽  
Keto Esters ◽  
Direct Cross

An efficient catalytic synthesis of α-amino-β-keto esters has been newly developed. Cross-coupling of various aldehydes with α-imino ester, catalyzed by N-heterocyclic carbene, leads chemoselectively to α-amino-β-keto esters in moderate to good yields with high atom efficiency. The reaction mechanism is discussed, and it is proposed that the α-amino-β-keto esters are formed under thermodynamic control.

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