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CuI controlled C-C and C-N bond formation of heteroaromatics through C(sp3)-H activation.

Research paper by Ran R Xia, Hong-Ying HY Niu, Gui-Rong GR Qu, Hai-Ming HM Guo

Indexed on: 18 Oct '12Published on: 18 Oct '12Published in: Organic Letters



Abstract

A new method for C-C and C-N bond formation of heteroaromatics and C(sp(3))-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.