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Herein, we report a radical-mediated, thiol\u2013yne process for peptide macrocyclization, furnishing vinyl sulfide products. Our robust methodology enables the formation of cyclic peptides under mild conditions, generating a disulfide bioisostere to a range of biologically relevant neuropeptides, identifying a novel vinyl sulfide analogue of oxytocin with enhanced potency and redox stability over the parent compound. Cyclization was achieved using UV-A or blue LED irradiation, in either organic or aqueous solvents. 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