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Access to N-CF₃ Formamides by Reduction of N-CF₃ Carbamoyl Fluorides.

ABSTRACT: The departure into unknown chemical space is essential for the discovery of new properties and function. We herein report the first synthetic access to N-trifluoromethylated formamides. The method involves the reduction of bench-stable NCF₃ carbamoyl fluorides and is characterized by operational simplicity and mildness, tolerating a broad range of functional groups as well as stereocenters. The newly made N-CF₃ formamide motif proved to be highly robust and compatible with diverse chemical transformations, underscoring its potential as building block in complex functional molecules.

SUBMITTER: Zivkovic FG

PROVIDER: S-EPMC10099374 | biostudies-literature | 2022 Dec

REPOSITORIES: biostudies-literature

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Access to N-CF3 Formamides by Reduction of N-CF3 Carbamoyl Fluorides.

Zivkovic Filip G FG D-T Nielsen Christian C Schoenebeck Franziska F

Angewandte Chemie (International ed. in English) 20221123 52

The departure into unknown chemical space is essential for the discovery of new properties and function. We herein report the first synthetic access to N-trifluoromethylated formamides. The method involves the reduction of bench-stable NCF3 carbamoyl fluorides and is characterized by operational simplicity and mildness, tolerating a broad range of functional groups as well as stereocenters. The newly made N-CF3 formamide motif proved to be highly robust and compatible with ...[more]

PMID: 36308723

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