Efficient mono- and bis-functionalization of 3,6-dichloropyridazine using (tmp)2Zn.2MgCl2.2LiCl.

Chem Commun (Camb)

Department Chemie, Ludwig-Maximilians-Universität München, Butenandstr. 5-13, Haus F, 81377, München, Germany.

Published: December 2008

AI Article Synopsis

  • 3,6-Dichloropyridazine can be efficiently metallated using a specific zinc-magnesium-lithium complex.
  • The resulting bis-organozinc compound reacts well with a variety of electrophiles, allowing for further chemical modifications.
  • Subsequent reactions with hydrazine produce complex and highly substituted derivatives known as pyrazolo[3,4-c]pyridazines.

Article Abstract

3,6-Dichloropyridazine undergoes a smooth metallation using (tmp)2Zn.2MgCl2.2LiCl. The resulting bis-organozinc species react with various electrophiles; subsequent functionalization via a second metallation proceeds readily; further reactions with hydrazine lead to highly substituted pyrazolo[3,4-c]pyridazines derivatives.

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Source
http://dx.doi.org/10.1039/b815903cDOI Listing

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