Addition of nucleophiles to 6-vinylpurines

Abstract

6-Vinylpurines readily participate in nucleophilic addition reactions. Treatment with sodium salts of alcohols and thiols, as well as stabilised carbanions, results in clean conversion into a variety of functionalized purine derivatives. Additions performed in the presence of acid give 1:1 adducts together with dimeric purine products. Under acidic conditions the adduct first formed reacts further with another molecule of vinylpurine. © Acta Chemica Scandinavica 1997.