Boron Trifluoride-Mediated Cycloaddition of 3-Bromotetrazine and Silyl Enol Ethers: Synthesis of 3-Bromo-pyridazines
Simon D. Schnell, Jorge A. González, Jan Sklyaruk, Anthony Linden and Karl Gademann*
*Department of Chemistry, University of Zurich, Winterthurerstrasse 190, 8057 Zurich, Switzerland,
Email: karl.gademann
uzh.ch
S. D. Schnell, J. A. González, J. Sklyaruk, A. Linden, K. Gademann, J. Org. Chem., 2021, 86, 12008-12023.
DOI: 10.1021/acs.joc.1c01384
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Abstract
A Lewis acid-mediated inverse electron demand Diels-Alder reaction between 3-monosubstituted s-tetrazine and silyl enol ethers provides functionalized pyridazines, including 3-bromo-pyridazines, with high regiocontrol.
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Downstream functionalization of the resulting
3-bromo-pyridazines
Key Words
ID: J42-Y2021
