The Suzuki-Miyaura cross-coupling reactions of 6-halopurines with boronic acids leading to 6-aryl- and 6-alkenylpurines

Citation
M. Havelkova et al., The Suzuki-Miyaura cross-coupling reactions of 6-halopurines with boronic acids leading to 6-aryl- and 6-alkenylpurines, SYNLETT, (7), 1999, pp. 1145-1147
Citations number
23
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
SYNLETT
ISSN journal
09365214 → ACNP
Issue
7
Year of publication
1999
Pages
1145 - 1147
Database
ISI
SICI code
0936-5214(199907):7<1145:TSCRO6>2.0.ZU;2-3
Abstract
The Suzuki-Myiaura cross-coupling reactions of 9-benzyl-6-chloropurine with boronic acids gave 6-alkylated purines in moderate to excellent yields. Th e best results with electron rich arylboronic acids were obtained in toluen e in the presence of anhydrous K2CO3 as a base, while electron poor boronic acids and alkenyl boronic acids gave better results using aqueous K2CO3 in DME. The reaction was successfully applied for the synthesis of 6-phenylpu rine bases and nucleosides.