A route for the construction of all‐carbon tetra‐substituted olefins through visible‐light promoted coupling of diazo compounds with iodonium ylides was developed. A wide range of all‐carbon tetra‐substituted olefins was obtained in moderate to good yields. The synthetic values of the current method were further approved by the synthesis of natural isolates modified alkenes and the successful transformation of final olefins into important heterocycles.

Herein we reported a direct synthesis series of indolines through cyclization of tertiary aryl amines with iodonium ylides. This cyclization reaction occurred under sole visible-light irradiation at room temperature without the addition of any photocatalysts and additives. Preliminary mechanism studies revealed that an electron donor-acceptor (EDA) complex between iodonium ylides and tertiary aryl amines should be formed during the reaction.

A general and efficient three-component protocol for the synthesis of isoxazolidines has been developed. A range of nitrosoarenes, olefins as well as iodonium ylides can be subjected to this reaction to generate the N-aryl isoxazolidines derivatives with moderate to excellent yields. In addition, we demonstrate that this approach employs the 1,3-dipolar cycloaddition of nitrones generated in situ from iodonium ylides and nitroso compounds, with olefins in the absence of any catalysts and additives.