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A metal‐free α‐aminomethylation of heteroaryls promoted by eosin Y under green light irradiation is reported. A large variety of α‐trimethylsilylamines as precursor of α‐aminomethyl radical species were engaged to functionalize sulfonyl‐heteroaryls following a Homolytic Aromatic Substitution (HAS) pathway. This method has provided a range of α‐aminoheteroaryl compounds including a functionalized natural...