A facile and regioselective synthesis of 1-tetralones via silver-catalyzed ring expansion.

Jiajia Yu, Huijun Zhao, Shuguang Liang, Xiaoguang Bao, Chen Zhu

Organic & biomolecular chemistry 2015 Aug 7

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A regioselective synthesis of 1-tetralones via silver-catalyzed ring expansion is described. A variety of 1-tetralones are furnished under mild reaction conditions from tertiary cyclobutanols regardless of the electronic properties and steric hindrance of substituents, providing a new and practical method to access diverse 1-tetralone building blocks. Preliminary experimental and DFT studies revealed that a radical-mediated sequence of C-C bond cleavage/C-C bond formation is involved.

Citation

Jiajia Yu, Huijun Zhao, Shuguang Liang, Xiaoguang Bao, Chen Zhu. A facile and regioselective synthesis of 1-tetralones via silver-catalyzed ring expansion. Organic & biomolecular chemistry. 2015 Aug 7;13(29):7924-7