Visible-Light-Promoted Ring-Opening Alkynylation, Alkenylation, and Allylation of Cyclic Hemiacetals through β-Scission of Alkoxy Radicals.

The alkoxy radicals that are derived from cyclic hemiacetals have been generated through the visible-light-promoted reaction of the corresponding N-alkoxyphthalimides with Hantzsch ester as the reductant. The alkoxy radicals subsequently undergo β-scission of the C-C bond to generate carbon-centered radicals, which are trapped by alkynyl-, alkenyl-, or allylsulfones.