Deprecated: Implicit conversion from float 213.6 to int loses precision in C:\Inetpub\vhosts\kidney.de\httpdocs\pget.php on line 534
Deprecated: Implicit conversion from float 213.6 to int loses precision in C:\Inetpub\vhosts\kidney.de\httpdocs\pget.php on line 534
Deprecated: Implicit conversion from float 213.6 to int loses precision in C:\Inetpub\vhosts\kidney.de\httpdocs\pget.php on line 534
Deprecated: Implicit conversion from float 213.6 to int loses precision in C:\Inetpub\vhosts\kidney.de\httpdocs\pget.php on line 534 Adv+Synth+Catal 2010 ; 352 (10): 1728-35 Nephropedia Template TP
gab.com Text
Twit Text FOAVip
Twit Text #
English Wikipedia
Palladium?Catalyzed Aryl Amination Reactions of 6?Bromo? and 6?Chloropurine Nucleosides #MMPMID21818182
Thomson P; Lagisetty P; Balzarini J; De?Clercq E; Lakshman M
Adv Synth Catal 2010[Jul]; 352 (10): 1728-35 PMID21818182show ga
Palladium?catalyzed C?N bond forming reactions of 6?bromo? as well as 6?chloropurine ribonucleosides and the 2??deoxy analogues with arylamines are described. Efficient conversions were observed with palladium(II) acetate/Xantphos/cesium carbonate, in toluene at 100?°C. Reactions of the bromonucleoside derivatives could be conducted at a lowered catalytic loading [5?mol% Pd(OAc)2/7.5?mol% Xantphos], whereas good product yields were obtained with a higher catalyst load [10?mol% Pd(OAc)2/15?mol% Xantphos] when the chloro analogue was employed. Among the examples evaluated, silyl protection for the hydroxy groups appears better as compared to acetyl. The methodology has been evaluated via reactions with a variety of arylamines and by synthesis of biologically relevant deoxyadenosine and adenosine dimers. This is the first detailed analysis of aryl amination reactions of 6?chloropurine nucleosides, and comparison of the two halogenated nucleoside substrates.