Abstract

A three-component, metal-free radical cascade iodonitrosylative cyclization reaction was described. The nitroso radical was generated from tert-butyl nitrite and triggered the radical addition/cyclization/iodination/oxidation sequences. A variety of 1,6-enynes were tested and proved to be compatible, delivering various highly functionalized hetero- and all-carbon cycles and nitro and vinyl C-I bonds containing pyrrolidines, tetrahydrofuran, and cyclopentane in moderate to excellent isolated yields.

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