Temperature-controlled acyloxylations and hydroxylations of bromoarene by a silver salt

doi:10.1016/j.tetlet.2016.01.022

Tetrahedron Letters

Volume 57, Issue 7, 17 February 2016, Pages 781-783

https://doi.org/10.1016/j.tetlet.2016.01.022 Get rights and content

Abstract

Temperature-controlled selective acyloxylations and hydroxylations of bromoarene were achieved using a silver salt. Various aryl esters were synthesized at 100 °C, and the hydroxylated arene was obtained at 150 °C from silver-mediated conditions. Mechanistically, a two-step acyloxylation–hydrolysis pathway was revealed for hydroxylation of bromoarene.

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Acknowledgments

This research was supported by Basic Science Research Program through the National Research Foundation of Korea (NRF) funded by the Ministry of Science, ICT & Future Planning (2013R1A1A1061399) and the Creative Human Resource Training Project for Regional Innovation through NRF funded by the Ministry of Education (2014H1C1A1066874).

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Temperature-controlled acyloxylations and hydroxylations of bromoarene by a silver salt

Abstract

Graphical abstract

Section snippets

Acknowledgments

Esterification Methods, Reactions and Applications

J. Chem. Soc., Perkin Trans. 1

J. Chem. Soc., Perkin Trans. 1

J. Org. Chem.

ACS Catal.

J. Org. Chem.