Isopropoxide Protection of Aryl Boronates in the Metal-Halogen Exchange

doi:10.1055/s-2007-991227

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Synfacts 2007(11): 1198-1198
DOI: 10.1055/s-2007-991227

Metal-Mediated Synthesis

Isopropoxide Protection of Aryl Boronates in the Metal-Halogen Exchange

Contributor(s): Paul Knochel, Tobias Thaler
Q. Jiang, M. Ryan, P. Zhichkin*
AMRI, Albany, USA

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Publication History

Publication Date:
23 October 2007 (online)

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Significance

An in situ isopropoxide protection of pinacolyl borates is reported in this article. The isopropoxide shields the borate moiety from nucleophilic attacks of aggressive organolithium reagents. Thus, halogen-lithium exchange can be performed on these substrates leading to functionalized aryl and heteroaryl boronates.