Silver-Promoted Oxidative Ring Opening/Alkynylation of Cyclopropanols: Facile Synthesis of 4-Yn-1-ones

Cheng-Yong Wang, Ren-Jie Song, Ye-Xiang Xie*, Jin-Heng Li*

*State Key Laboratory of Chemo/Biosensing and Chemometrics, College of Chemistry and Chemical Engineering, Hunan University, Changsha 410082, P. R. of China, Email: jhlihnu.edu.cn, xieyexiang520126.com

C.-Y. Wang, R.-J. Song, Y.-X. Xie, J.-H. Li, Synthesis, 2016, 48, 223-230.

DOI: 10.1055/s-0035-1560374

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Abstract

A silver-promoted oxidative ring opening/alkynylation of cyclopropanols with ethynylbenziodoxolones (EBX) enables the formation of alkylated alkynes. Control experiments support a radical mechanism.

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Key Words

silver, ring opening, alkynylation, cyclopropanol, alkyne, carbonyl compounds, potassium peroxydisulfate

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ID: J66-Y2016