Oxidative fragmentation of oxiranes to nitriles with hypervalent iodine(V) reagents in aqueous ammonia

Deshmukh, Swapnil S.; Huddar, Sameerana N.; Jadhav, Ravindra R.; Akamanchi, Krishnacharya G.

doi:10.1016/j.tetlet.2011.06.068

Cited by 12 publications

(2 citation statements)

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“…Molecular iodine has found diverse applications in organic synthesis due to its mild Lewis acid character, easy availability, cost‐effective, non‐toxic, and eco‐friendly nature [112–114] . Traditionally molecular iodine has been utilized in cyanation reactions [48,115,116] …”

Section: Electrochemical Synthesis Of Nitrilesmentioning

confidence: 99%

“…[112][113][114] Traditionally molecular iodine has been utilized in cyanation reactions. [48,115,116] Iodine-mediated electrochemical synthesis of nitriles from aromatic aldehydes was achieved in an undivided cell equipped with nickel sheet acting as cathode and graphite as anode with benzaldehyde as a substrate and NH 4 I as a supporting electrolyte/nitrogen source, (Scheme 8). [117] On the optimization of the reaction conditions, the same substrate with different electrolytes and solvents gave unfavorable results.…”

Section: Electrochemical Synthesis Of Nitriles Mediated By Iodinementioning

confidence: 99%

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Recent Advances in Electrochemical Synthesis of Nitriles: A Sustainable Approach

et al. 2022

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Nitriles unveil widespread applications in pharmaceuticals, agrochemicals, textiles, rubber, polymers, and constitute a significant intermediate in several organic transformations, necessitating the design of simple and environmentally benign pathways for their synthesis. Over the recent years, electro‐organic reactions have found widespread attention in developing effective and selective organic synthesis. They possess several advantages: high atom economy, selectivity, minimal waste production, and shorter routes to multistep traditional organic reactions. The development of novel strategies for greener and sustainable electro‐organic synthesis of nitriles is therefore commendable. This review focuses on analyzing various methods and strategies used in the electrochemical synthesis of nitriles using phase transfer catalyst, N‐oxoammonium salts mediated electrocatalysis, iodine‐mediated electrocatalysis, and anodic oxidations of aldoximes. In addition, the recent trends including the synthesis of nitriles via C−H cyanation, domino oxidation, bio electrocatalysis, and metal‐ligand cooperative synthesis have been discussed.

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Section: Electrochemical Synthesis Of Nitrilesmentioning

confidence: 99%