Palladium-Catalyzed C–H Bond Monofluorination of 
2-Arylbenzo[d]oxazinone Using Nitrate as Crucial Promoter

Huu-Manh Vu; Xu-Qin Li; Fei-Wu Chen

doi:10.1055/s-0037-1611700

Synthesis, Inhaltsverzeichnis

Synthesis 2019; 51(07): 1578-1584
DOI: 10.1055/s-0037-1611700

paper

Palladium-Catalyzed C–H Bond Monofluorination of 2-Arylbenzo[d]oxazinone Using Nitrate as Crucial Promoter

Huu-Manh Vu

,

Xu-Qin Li*

School of Chemical and Biological Engineering, University of Science and Technology Beijing, 30 Xueyuan Road, Haidian District, Beijing 100083, P.R. of China eMail: lixuqin@ustb.edu.cn

,

Fei-Wu Chen

› Institutsangaben

Abstract

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Abstract

Monofluorination of 2-arylbenzo[d]oxazinones with N-fluorobenzenesulfonimide (NFSI) was achieved by palladium catalysis in moderate to good yields. Promoted by nitrate, the reaction provides an economic and environmentally friendly strategy. The synthesis of monofluorinated 2-arylbenzo[d]oxazinones has good compatibility with many common functional groups. The plausible mechanism of this monofluorination is discussed.

Key words

2-arylbenzo[d]oxazinones - palladium catalysis - C–H bond functionalization - fluorination - directing groups

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