4.7 Article

Electrochemically enabled C(sp(3))-C(sp) cross-coupling of alkyl iodides, N-hydroxyphthalimide esters, and Katritzky salts with acetylenic sulfones

Journal

ORGANIC CHEMISTRY FRONTIERS
Volume 10, Issue 18, Pages 4679-4686

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/d3qo00844d

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An electrochemically enabled C(sp(3))-C(sp) cross-coupling reaction is introduced for the synthesis of internal alkynes. This method is applicable to a diverse range of acetylenic sulfones and alkyl radical precursors. It can also be used for vinylation, thioetherification, selenation, and hydrogenation reactions. The reaction offers several significant advantages including mild conditions, broad functional group tolerance, simple operation, and easy purification and scale-up.
An electrochemically enabled C(sp(3))-C(sp) cross-coupling reaction is herein described for the synthesis of internal alkynes. This method is suitable not only for a diverse range of acetylenic sulfones, but also for a wide range of alkyl radical precursors, such as alkyl iodides, N-hydroxyphthalimide esters and Katritzky salts. This method can also be applied to vinylation, thioetherification, selenation and hydrogenation reactions. This reaction has a lot of significant advantages such as mild conditions, broad functional group tolerance, simple operation and easy purification and scale-up.

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