Silver-catalyzed remote Csp3-H functionalization of aliphatic alcohols

Aliphatic alcohols are common and bulk chemicals in organic synthesis. The site-selective functionalization of non-activated aliphatic alcohols is attractive but challenging. Herein, we report a silver-catalyzed δ-selective Csp3-H bond functionalization of abundant and inexpensive aliphatic alcohols. Valuable oximonitrile substituted alcohols are easily obtained by using well-designed sulphonyl reagents under simple and mild conditions. This protocol realizes the challenging δ-selective C–C bond formation of simple alkanols. Aliphatic alcohols usually require pre-activation for successful functionalization of their carbon chain. Here, the authors report a silver-catalyzed δ-selective functionalization of aliphatic alcohols via Csp3-H bond cleavage under mild conditions without the need of substrate pre-activation.