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

doi:10.1055/s-0029-1217256

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Synfacts 2009(7): 0784-0784
DOI: 10.1055/s-0029-1217256

Metal-Mediated Synthesis

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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Publikationsdatum:
22. Juni 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.