92524-53-3Relevant academic research and scientific papers
New, efficient approach for the ligand-free Suzuki-Miyaura reaction of 5-iodo-2′-deoxyuridine in water
Sartori, Guillaume,Herve, Gwenaelle,Enderlin, Gerald,Len, Christophe
, p. 330 - 333 (2013)
A series of 5-aryl-2′-deoxyuridines was prepared, using ligandless Suzuki-Miyaura cross-coupling reactions in neat water, starting from 5-iodo-2′-deoxyuridine as totally deprotected starting material. This ligand-free process gave good to high isolated yi
Improved microwave-assisted ligand-free Suzuki-Miyaura cross-coupling of 5-iodo-2′-deoxyuridine in pure water
Gallagher-Duval, Shawn,Herve, Gwenaelle,Sartori, Guillaume,Enderlin, Gerald,Len, Christophe
, p. 1989 - 1995 (2013/10/08)
A facile and efficient methodology for direct synthesis of 5-aryl-2′-deoxyuridines was developed through ligand-free Suzuki-Miyaura cross-coupling reactions starting from totally deprotected 5-iodo-2′- deoxyuridine and various boronic acids. Reactions wer
Highly effective synthesis of C-5-substituted 2-deoxyuridine using Suzuki-Miyaura cross-coupling in water
Sartori, Guillaume,Enderlin, Gerald,Herve, Gwenaelle,Len, Christophe
experimental part, p. 767 - 772 (2012/04/10)
An efficient protocol to provide a series of C-5-substituted 2-deoxyuridine derivatives using a palladium-catalyzed Suzuki-Miyaura cross-coupling reaction in water has been established. Starting from 2-deoxyuridine derivatives, the target nucleoside analo
Linear Free Energy Relationship Studies of 5-Substituted 2,4-Dioxopyrimidine Nucleosides
Chang, George,Mertes, Mathias P.
, p. 3625 - 3631 (2007/10/02)
The development of a direct and efficient palladium(0)-catalyzed biaryl coupling reaction permitted the synthesis of a series of N1-substituted 5-aryl-2,4-dioxopyrimidines.The physical and spectral properties of these compounds were determined and correlated by various linear free energy relationships.The relationships between the physical and spectral data with Hammett ? constants proved useful in analyzing the electron distribution of the heterocycle.Although a significant degree of orbital overlap and interaction between the substituents and the pyrimidine ring was observed, it is doubtful that the interactions are comparable to those of a benzene ring system.
PALLADIUM(0) CATALYZED COUPLING REACTIONS IN THE SYNTHESIS OF 5-ARYLPYRIMIDINE NUCLEOSIDES
Chang, George,Mertes, Mathias P.
, p. 2431 - 2434 (2007/10/02)
The palladium(0) catalyzed coupling reaction of arylioides and 3',5'-di-O-acetyl-5-chloromercuri-2'-deoxyuridine (1) gave 5-aryl substituted 2'-deoxyuridines.Optimum yields were obtained in diglyme at 120 deg C for 3 hours.
