Here, we report a solvent- and metal-free methodology for the aminochalcogenation of alkenes, using molecular iodine as a catalyst, DMSO as a stoichiometric oxidant, and different nucleophiles under microwave irradiation. This ecofriendly approach provided the desired products with good to excellent yields in just 20 minutes. In addition, twenty compounds obtained by this methodology were referred for evaluation of potential antiviral activity against the coronavirus SARS-CoV-2. Two of the evaluated compounds (named 4d and 5b) showed potent antiviral activity, with a low cytotoxic profile resulting in a promising selectivity index.