Facile Synthesis of 2,3-Dihydrobenzofuran-3-ylacetic
Acids by Novel Electrochemical Sequential Aryl Radical Cyclization-Carboxylation
of 2-Allyloxybromobenzenes Using Methyl 4-tert-Butylbenzoate
as an Electron-Transfer Mediator

Hisanori Senboku; Jun-ya Michinishi; Shoji Hara

doi:10.1055/s-0030-1260794

LETTER

Facile Synthesis of 2,3-Dihydrobenzofuran-3-ylacetic Acids by Novel Electrochemical Sequential Aryl Radical Cyclization-Carboxylation of 2-Allyloxybromobenzenes Using Methyl 4-tert-Butylbenzoate as an Electron-Transfer Mediator

Hisanori Senboku*, Jun-ya Michinishi, Shoji Hara
Laboratory of Organic Reaction, Division of Chemical Process Engineering, Graduate School of Engineering, Hokkaido University, Sapporo, Hokkaido 060-8628, Japan
Fax: +81(11)7066555; e-Mail: senboku@eng.hokudai.ac.jp;

Abstract

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Abstract

Facile synthesis of 2,3-dihydrobenzofuran-3-ylacetic acids and related analogues was successfully carried out by a novel electrochemical aryl radical generation and its 5-exo cyclization followed by a carboxylation sequence of 2-allyloxybromobenzenes by using methyl 4-tert-butylbenzoate as an electron-transfer mediator.

Key words

electrochemical reduction - radical cyclization - fixation of carbon dioxide - radical-anion tandem reaction - 2,3-dihydrobenzofuran-3-ylacetic acids

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References

References and Notes

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