Abstract
Since the pioneering report of the oxidative three-component Passerini reaction using a stoichiometric oxidant,[1] oxidative Isocyanide-based multicomponent reactions (IMCRs) have opened new avenues for accessing diverse chemical space from simple, stable alcohols and amines.
By merging the unique advantages of electrosynthesis with IMCRs, we have unlocked a series of electro-driven Ugi-type transformations under remarkably mild and sustainable conditions.[2] In collaboration with Dr. G. Vincent, we pushed this further by developing an electrooxidative benzylic C-H functionalization using isocyanides as versatile partners.[3] Building on this momentum, we recently turned to photocatalysis to design a pseudo-four-component alkylative amidination/carbamoylation of styrenes, harnessing the power of isocyanides and redox-active esters to form complex products in a single step. 4]
These contributions highlight the vast potential of combining modern activation modes with IMCRs to unlock new reactivity and streamline access to valuable molecular architectures.
References
[1] Ngouansavanh, T.; Zhu, J. Angew. Chem. Int. Ed. 2006, 45, 3495-3497.
[2] Pan, N.; Ling, J.; Zapata, R.; Pulicani, J.-P.; Grimaud, L.; Vitale, M. R. Green Chem. 2019, 21, 6194-6199. Pan, N.; Lee, M. X.; Bunel, L.; Grimaud, L.; Vitale, M. ACS Organic & Inorganic Au 2021, 1, 18-22. Simon, A.; Bachollet, S. P. J. T.; Pan, N.; Grimaud, L.; Vitale, M. R. Synlett 2024, 35, A-E. DOI: 10.1055/a-2333-8596.
[3] Tang, S.; Guillot, R.; Grimaud, L.; Vitale, M. R.; Vincent, G. Org. Lett. 2022, 24, 2125-2130.
[4] Simon, Alexandre; Rouffeteau, Virgile; Acconcia, Camilla; Bachollet, Sylvestre P. J. T.; Forté, Jérémy; Giustiniano, Mariateresa; Grimaud, Laurence; Vitale, Maxime Org. Front. Chem 2025, accepted.
