160516-02-9Relevant academic research and scientific papers
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
Lewis acid mediated Diels-Alder reactions of 6-vinylpurines
veras, Anniken T.,Gundersen, Lise-Lotte,Rise, Frode
, p. 1777 - 1786 (2007/10/03)
6-Vinylpurines readily undergo Diels-Alder reactions with dienes. Both reactivity and endo selectivity are greatly improved when the cycloadditions are performed in the presence of zinc chloride. Lewis acid mediated Diels-Alder reaction of 6-vinylpurine riboside was employed as a key step in the synthesis of a nucleoside with structural resemblance to potent A1 adenosine agonists.
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.
