Copper‐Catalyzed Cyanations of Aryl Halides and Related Compounds

Schareina, Thomas; Beller, Matthias

doi:10.1002/9781118690659.ch9

Cited by 9 publications

(2 citation statements)

References 59 publications

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“…1 Therefore, the transformation of aromatic methyl as a potential functional group into other target molecules is of great importance. 2 In comparison with the well-developed transition-metal catalyzed cyanation of aryl halides 3 and C-H cyanation reactions, 4 the ammoxidation of methyl arenes that are abundant starting materials is almost the most straightforward and simplest procedure leading to aryl nitriles in the large industrial scale, which are not only useful intermediates 5 but also potential pharmaceutical and biological active molecules. 6 This ammoxidation procedure represents an ideal process using O 2 as a clean oxidant (eqn (1), Scheme 1).…”

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confidence: 99%

Iodine-catalyzed ammoxidation of methyl arenes

et al. 2015

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The development of organic transformation using cheap and readily available substrates under mild conditions will be pivotal for green and sustainable synthetic organic chemistry. Concerning our continued interest in the cyanation reaction, a metal-free direct ammoxidation of readily available methyl arenes leading to nitriles was established under mild conditions. A series of aryl methanes especially heteroaryl methanes (30 examples) were applicable in moderate to good yields with good functionality tolerance.

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Iodine-catalyzed ammoxidation of methyl arenes

et al. 2015

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“…The transformations of arenediazonium salts into several functional groups, such as halogen, hydroxyl, and cyano, are known as Sandmeyer or Sandmeyer-type reactions ( Scheme 1 ) and have been widely used both in the fields of research and in industrial production [ 11 , 12 , 13 , 14 ].…”

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confidence: 99%

Copper-Free Halodediazoniation of Arenediazonium Tetrafluoroborates in Deep Eutectic Solvents-like Mixtures

et al. 2022

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Deep Eutectic Solvent (DES)-like mixtures, based on glycerol and different halide organic and inorganic salts, are successfully exploited as new media in copper-free halodediazoniation of arenediazonium salts. The reactions are carried out in absence of metal-based catalysts, at room temperature and in a short time. Pure target products are obtained without the need for chromatographic separation. The solvents are fully characterized, and a computational study is presented aiming to understand the reaction mechanism.

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