Metal-free synthesis of 1, -ethenoadenines from -propargyl-adenines NIS mediated radical cascade reaction.

In the present paper, an efficient approach for the construction of 1, -ethenoadenines from conveniently prepared -propargyl-adenines is developed. This reaction merges -iodosuccinimide radical initiation and aerobic aminooxygenation in dioxane. This mild, , and metal-free cascade reaction could be applied to a wide substrate scope to provide 1, -ethenoadenines in moderate to good yields. The reaction mechanism was proposed and tested using radical inhibitor (butylated hydroxytoluene) and isotopic labelling (O) experiments.