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Gold-Catalyzed Proto- and Deuterodeboronation

Graeme Barker, Stacey Webster, David G. Johnson, Rachel Curley, Matthew Andrews, Paul C. Young, Stuart A. Macgregor* and Ai-Lan Lee*

*Institute of Chemical Sciences, Heriot-Watt University, Edinburgh, EH14 4AS United Kingdom, Email: s.a.macgregorhw.ac.uk, a.leehw.ac.uk

G. Barker, S. Webster, D. G. Johnson, R. Curley, M. Andrews, P. C. Young, S. A. Macgregor, A.-L. Lee, J. Org. Chem., 2015, 80, 9807-9816.

DOI: 10.1021/acs.joc.5b01041 (free Supporting Information)


 

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Abstract

A mild gold-catalyzed protodeboronation reaction can be carried out in green solvents without any acid or base additives. Therefore, the reaction is very functional-group-tolerant and enables the use of the boronic acid group as an effective traceless directing or blocking group.


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Key Words

protodeboronation, microwave synthesis


ID: J42-Y2015