Catalytic Aerobic Carboheterocyclization of Functionalized Alkenes Using Secondary Nitroalkanes
Soumyadeep Roy Chowdhury1, Hun Young Kim2, Kyungsoo Oh1
1Center for Metareceptome Research, Graduate School of Pharmaceutical Sciences, Chung-Ang University, 84 Heukseok-ro, Dongjak, Seoul 06974, Republic of Korea.
None:
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.
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