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Synfacts 2009(7): 0784-0784  
DOI: 10.1055/s-0029-1217256
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart ˙ New York

TMPZnCl˙LiCl: A New Selective Base for the Directed Zincation of Aromatics

Contributor(s): Paul Knochel, Andrei Gavryushin
M. Mosrin, P. Knochel*
Ludwig-Maximilians-Universität, München, Germany
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Publication History

Publication Date:
22 June 2009 (online)

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Significance

The directed metalation is an important method of functionalization of aromatic compounds. In a comparison with previously described metal bases this new zinc base displays much better chemoselectivity even for extremely sensitive substrates, such as nitroheteroarenes and heteroarylcarbaldehydes. The zincation reaction proceeds smoothly within several minutes at room temperature.