Photocatalytic Regioselective Difunctionalization of Alkenes with Diazo Compounds and tert -Butyl Nitrite: Access to γ-Oximino Esters.

A visible-light photocatalytic regioselective difunctionalization of alkenes with diazo compounds and tert -butyl nitrite has been developed. The protocol provides an efficient approach to γ-oximino esters under mild conditions. Significantly, this transformation not only shows the good compatibility of nucleophilic diazo compounds and electrophilic tert -butyl nitrite but also displays diazo compounds generating alkyl radicals that preferred addition to alkenes over nitroso radicals.