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Two-step continuous-flow synthesis of 6-membered cyclic iodonium salts via anodic oxidation

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We describe a multi-step continuous-flow procedure for the generation of six-membered diaryliodonium salts. The accompanying scalability and atom economy are significant improvements to existing batch methods. Benzyl acetates are submitted… Click to show full abstract

We describe a multi-step continuous-flow procedure for the generation of six-membered diaryliodonium salts. The accompanying scalability and atom economy are significant improvements to existing batch methods. Benzyl acetates are submitted to this two-step procedure as highly available and cheap starting materials. An acid-catalyzed Friedel–Crafts alkylation followed by an anodic oxidative cyclization yielded a defined set of cyclic iodonium salts in a highly substrate-dependent yield.

Keywords: cyclic iodonium; two step; step; continuous flow; step continuous; iodonium salts

Journal Title: Beilstein Journal of Organic Chemistry
Year Published: 2023

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