Brar, Deshkanwar2025-04-092025-04-092025-03-27https://hdl.handle.net/1808/36001These are the slides from a presentation given at ACS Spring 2025 on 03/27/2025. . .Enamines are valuable nucleophilic reagents, but their propensity to undergo hydrolysis limits their use in organic synthesis. However, enamides and enecarbamates offer an excellent balance between stability and reactivity. Classically, the synthesis of these moieties requires hazardous chemicals like Grignard reagents and azides or involves the production of toxic waste by-products such as sulfur dioxide. On the other hand, decarboxylation of widely available amino acids offers a green and efficient way for their synthesis. However, the reported procedures suffer from drawbacks such as pre-activation of amino acids or moderate E/Z ratios. Therefore, the present study describes a transition metal-free, photocatalytic approach for the direct decarboxylative synthesis of enamides via halogen-atom transfer. The utility of this new method was demonstrated by synthesizing thirty-six enamides and enecarbamates from various amino acids and dipeptides. Results of scalability studies and downstream derivatization of the substrates will be presented. Finally, current mechanistic understanding of the reaction will be expounded.Copyright 2025 Deshkanwar BrarDecarboxylationPhotoredox catalysisHalogen-atom TransferEnamidesEliminationPresentationhttps://orcid.org/0000-0003-2351-383XopenAccess