Metal-free aminofluorination of α-diazo 2<i>H</i>-benzopyran-4-one: convenient access to β-fluoramides

Zhang, Wentao; Sun, Minghao; You, Kejia; Pang, Yunfei; Ma, Baochun

doi:10.1039/d2ob01089e

Cited by 2 publications

(1 citation statement)

References 33 publications

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“…In addition, when the loading of Selectfluor was increased from 1.2 equivalent to 3.0 equivalent, the α-difluoro-β-amidation was obtained in a 55% yield. In 2022, Zhang et al reported a tandem fluorination/Ritter reaction of α-diazo 2H-benzopyran-4-one compounds using Selectfluor as the fluoride source in MeCN to synthesize β-fluoramides with moderate yields [74]. The difunctionalization of alkenes involving acetonitrile can synchronously form two new chemical bonds.…”

Section: Scheme 19 Synthesis Of Amide By Electrophotocatalytic Reactionmentioning

confidence: 99%

Advances in the Application of Acetonitrile in Organic Synthesis since 2018

Zhong

Zhang²,

Luo

et al. 2023

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Acetonitrile is commonly used as an organic solvent and can also be used as an important intermediate in organic synthesis. Its widespread use has led to the development of new methods for the synthesis of a variety of important compounds. In the past decades, the conversion reactions of acetonitrile as a building block have become one of the most-attractive fields in organic synthesis. Especially in the field of electrochemical conversions involving acetonitrile, due to its good conductivity and environmentally friendly features, it has become a powerful and compelling tool to afford nitrogen-containing compounds or nitrile-containing compounds. In this review, we mainly discuss the research progress involving acetonitrile in the past five years, covering both conventional synthesis methods and electrochemical synthesis. Besides, a detailed discussion of the substrate scope and mechanistic pathways is provided.

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Section: Scheme 19 Synthesis Of Amide By Electrophotocatalytic Reactionmentioning

confidence: 99%