Abstract Direct alkylation of the C?H bond arenes in a selective manner is a long‐standing challenge. Herein, a metal‐free photocatalytic regioselective C?H alkylation method for electron‐rich arenes with both activated and unactivated alkenes was developed. The reaction tolerates a wide range of aromatic rings with diverse substitution patterns, as well as terminal and internal alkenes, providing a general and straightforward metal‐free method for C?C bond formation from inert C?H bonds. Moreover, alkynes are also compatible to give the C?H vinylation of electron‐rich arenes.
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