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Deoxyfluorination of Electron-Deficient Phenols.

ABSTRACT: In this study, we report a facile synthesis of 2-chloro-1,3-bis(2,6-diisopropylphenyl)imidazolium salts in aqueous media under ambient conditions using hypochlorite as a chlorinating agent. In addition, an air-stable and moisture-insensitive deoxyfluorination reagent based on poly[hydrogen fluoride] salt is presented, which is capable of converting electron-deficient phenols or aryl silyl ethers into the corresponding aryl fluorides in the presence of DBU as a base, with good to excellent yields and high tolerance to functional groups.

SUBMITTER: Jelen J

PROVIDER: S-EPMC10226106 | biostudies-literature | 2023 May

REPOSITORIES: biostudies-literature

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Deoxyfluorination of Electron-Deficient Phenols.

Jelen Jan J Tavčar Gašper G

Organic letters 20230516 20

In this study, we report a facile synthesis of 2-chloro-1,3-bis(2,6-diisopropylphenyl)imidazolium salts in aqueous media under ambient conditions using hypochlorite as a chlorinating agent. In addition, an air-stable and moisture-insensitive deoxyfluorination reagent based on poly[hydrogen fluoride] salt is presented, which is capable of converting electron-deficient phenols or aryl silyl ethers into the corresponding aryl fluorides in the presence of DBU as a base, with good to excellent yields ...[more]

PMID: 37191994

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