Difluoroalkylation of Anilines via Photoinduced Methods

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Abstract

The development of sustainable and mild protocols for the fluoroalkylation of organic backbones is of current interest in chemical organic synthesis. Herein, we present operationally simple and practical transition-metal-free methods for the preparation of difluoroalkyl anilines. First, a visible-light organophotocatalytic system working via oxidative quenching is described, providing access to a wide range of difluoroalkyl anilines under mild conditions. In addition, the formation of an unprecedented electron donor-acceptor (EDA) complex between anilines and ethyl difluoroiodoacetate is reported and exploited as an alternative, efficient, and straightforward strategy to prepare difluoroalkyl derivatives.

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Gallego-Gamo, A., Granados, A., Pleixats, R., Gimbert-Suriñach, C., & Vallribera, A. (2023). Difluoroalkylation of Anilines via Photoinduced Methods. Journal of Organic Chemistry, 88(17), 12585–12596. https://doi.org/10.1021/acs.joc.3c01298

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