A mild, transition metal-free 1,2-dioxygenation of olefins is reported. Olefin difunctionalization provides a process for assembly of molecular complexity in a rapid and efficient manner. As one of the most ubiquitous atoms within pharmaceuticals, natural products, and agrochemicals, it is vital that direct routes be established to incorporate various oxygen functional groups in an expeditious manner. Olefin difunctionalization offers an attractive approach towards this by installing two functionalities in a single step. This protocol provides a transition metal-free approach for the 1,2-dioxygenation of olefins in a straightforward manner using radical oxygenation reagents. Furthermore, this report examines the mechanism of this transformation to determine if cationic or radical addition to the olefin is the initiating process.

Transition metal-free 1,2-dioxygenation of olefins

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