Catalytic Aerobic Carboheterocyclization of Functionalized Alkenes Using Secondary Nitroalkanes

An aerobic carboheterocyclization of functionalized alkenes has been developed using secondary nitroalkanes as dual sources of α-nitroalkyl radicals and nitric oxide (NO) under cooperative phase transfer catalysis of KSeCN and TBAI. This method enables efficient synthesis of nitrogen- and oxygen-containing heterocycles via radical redox interplay between nitric oxide and tertiary carbon radicals. The current study highlights the mechanistic role of aerobic nitro–nitrite isomerization and expands the synthetic utility of radical-mediated tandem cyclizations under aerobic conditions.