83135-05-1Relevant articles and documents
Microwave promoted palladium-catalyzed Suzuki-Miyaura cross-coupling reactions of 6-chloropurines with sodium tetraarylborate in water
Qu, Gui-Rong,Xin, Peng-Yang,Niu, Hong-Ying,Jin, Xin,Guo, Xiao-Ting,Yang, Xi-Ning,Guo, Hai-Ming
experimental part, p. 9099 - 9103 (2011/12/01)
An efficient method for the synthesis of 6-arylpurines (nucleosides) was developed via Suzuki-Miyaura cross-coupling reactions of 6-chloropurines (nucleosides) and sodium tetraarylborate in neat water (ethanol). The process gave good to high isolated yiel
Cross-coupling reactions of halopurines with aryl- and alkyltrifluoroborates; the scope and limitations in the synthesis of modified purines
Hasnik, Zbynek,Pohl, Radek,Hocek, Michal
experimental part, p. 1309 - 1317 (2009/12/07)
The scope and limitations of the use of the palladium-catalyzed cross-coupling reactions of diverse alkyl- and aryltrifluoroborates with halopurines have been studied. While aryl- and hetaryltrifluoroborates reacted readily with both 6-chloropurines and 8
6-Halopurines in palladium-catalyzed coupling with organotin and organozinc reagents
Gundersen,Bakkestuen,Aasen,Overas,Rise
, p. 9743 - 9756 (2007/10/02)
N-9 and N-7 benzylated 6-halopurines readily participate in palladium catalyzed cross coupling reactions with organotin and organozinc derivatives. In most instances the 6-chloropurines can be used. Organostannanes are excellent reagents for the introduction of alkenyl and aryl substituents, but organozinc compounds are the reagents of choice for the introduction of alkyl groups.
Coupling of Diazopurines, a Curious Steric Effect in a Free Radical Reaction
McKenzie, Thomas C.,Epstein, Joseph W.
, p. 4881 - 4884 (2007/10/02)
The reaction of adenine derivatives with nitrite esters in the presence of arenes was examined and found to give 6-arylpurines in good (83percent) to poor (11percent) yield.The arylated products consisted only of the meta and para isomers; none of the anticipated ortho isomers were found.The predominance of meta- and para-substituted products is attributed to steric effects.The evidence that the reaction proceeds via a purine radical includes light stimulation, relative insensitivity to electronic factors, and the facile reaction of the purine intermediate with pyridine N-oxide.Photolysis of 6-iodo-9-benzylpurine in the presence of anisole gave the same mixture of 6-(m-methoxyphenyl)- and 6-(p-methoxyphenyl)purine as did diazotization, suggesting that both reactions involve the same purine radical.