Preprint Communication Version 1 Preserved in Portico This version is not peer-reviewed

Nucleophilic Aromatic Substitution of Polyfluoroarene to Access Highly Functionalized 10-Phenylphenothiazine Derivatives

Version 1 : Received: 23 February 2021 / Approved: 25 February 2021 / Online: 25 February 2021 (07:37:27 CET)

A peer-reviewed article of this Preprint also exists.

Kikushima, K.; Koyama, H.; Kodama, K.; Dohi, T. Nucleophilic Aromatic Substitution of Polyfluoroarene to Access Highly Functionalized 10-Phenylphenothiazine Derivatives. Molecules 2021, 26, 1365. Kikushima, K.; Koyama, H.; Kodama, K.; Dohi, T. Nucleophilic Aromatic Substitution of Polyfluoroarene to Access Highly Functionalized 10-Phenylphenothiazine Derivatives. Molecules 2021, 26, 1365.

Journal reference: Molecules 2021, 26, 1365
DOI: 10.3390/molecules26051365

Abstract

Nucleophilic aromatic substitution (SNAr) reactions can provide metal-free access to synthesize mono-substituted aromatic compounds. We have developed efficient SNAr conditions for p-selective substitution of polyfluoroarenes with phenothiazine in the presence of a mild base to afford the corresponding 10-phenylphenothiazine (PTH) derivatives. The resulting polyfluoroarene-bearing PTH derivatives were subjected to a second SNAr reaction to generate highly functionalized PTH derivatives with potential applicability as photocatalysts for the reduction of carbon–halogen bonds.

Keywords

polyfluoroarene; phenothiazine; nucleophilic aromatic substitution; amination; photocatalyst

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