4.8 Article

Lewis Acid Directed Regioselective Metalations of Pyridazine

Journal

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 58, Issue 27, Pages 9244-9247

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201903839

Keywords

frustrated Lewis pairs; magnesiation; pyridazine; TMP bases; zincation

Funding

  1. DFG [SFB749]

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Mono- or bidentate boron Lewis acids trigger a regioselective magnesiation or zincation of pyridazine in position C3 (ortho product) or C4 meta product). The regioselectivity of the metalation was rationalized with the help of calculated pK(a) values of both pyridazine and pyridazine/Lewis acid complexes.

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