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.

Original languageEnglish
Pages (from-to)12585–12596
Number of pages12
JournalJournal of Organic Chemistry
Volume88
Issue number17
Early online date16 Aug 2023
DOIs
Publication statusPublished - 1 Sept 2023

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