CuI Controlled C–C and C–N Bond Formation of Heteroaromatics through C(sp3)–H Activation

A new method for C–C and C–N bond formation of heteroaromatics and C(sp3)–H alkanes was developed with high regioselectivity. The reaction occurred on C8 to give 8-cylcoakylpurines by C–C bond formation only promoted by tBuOOtBu, while it occurred on the amino group to give N6-alkylated purines by C–N bond formation when 2 equiv of CuI were added. A reaction mechanism was also proposed based on our preliminary experimental data.