Alkynylation of Tertiary Cycloalkanols via Radical C–C Bond Cleavage: A Route to Distal Alkynylated Ketones

An efficient Na2S2O8-promoted radical coupling of tertiary cycloalkanols with alkynyl hypervalent iodide reagents via C–C bond cleavage was developed. This tandem ring-opening/alkynylation procedure showed some advantages, including mild conditions and wide substrate scope, thus providing a simple synthetic method for β-, γ- and δ-alkynylated ketones.