Wang, BanMccabe, Gavin E.Parrish, Mitchell J.Singh, JujharZeller, MatthiasDeng, Yongming2022-09-072022-09-072022-03-15Wang, B., Mccabe, G. E., Parrish, M. J., Singh, J., Zeller, M., & Deng, Y. (2022). Organic Photoredox Catalyzed Direct Hydroamination of Ynamides with Azoles. Advanced Synthesis & Catalysis, 364(6), 1179–1184. https://doi.org/10.1002/adsc.2021014101615-4150, 1615-4169https://hdl.handle.net/1805/29957Disclosed herein is a photoinduced selective hydroamination of ynamides with nitrogen heteroaromatic nucleophiles. By using an organocatalytic photoredox system, a direct method to construct a diverse of (Z)-α-azole enamides from ynamides and pyrazoles, as well as triazoles, benzotriazoles, indazoles, and tetrazoles, is developed, thus providing a photocatalytically synthetic route to heterocyclic motifs common in medicinal agents. Based on the mechanistic studies, the hydroamination is postulated to operate via a mechanism in which the single-electron oxidation of ynamide and the intermediacy of an alkyne radical cation, is responsible for the observed reactivity.en-USPublisher Policyhydroaminationynamidesalkyne transformationsOrganic Photoredox Catalyzed Direct Hydroamination of Ynamides with AzolesArticle