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Issue 29, 2015
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A facile and regioselective synthesis of 1-tetralones via silver-catalyzed ring expansion

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Abstract

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.

Graphical abstract: A facile and regioselective synthesis of 1-tetralones via silver-catalyzed ring expansion

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Article information


Submitted
16 Jun 2015
Accepted
25 Jun 2015
First published
25 Jun 2015

Org. Biomol. Chem., 2015,13, 7924-7927
Article type
Communication

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

J. Yu, H. Zhao, S. Liang, X. Bao and C. Zhu, Org. Biomol. Chem., 2015, 13, 7924
DOI: 10.1039/C5OB01222H

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