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Keywords:

  • cross-coupling;
  • heterocycles;
  • metalation;
  • organozinc reagents;
  • palladium
Thumbnail image of graphical abstract

Directed metalation using TMPMgClLiCl (TMP=2,2,6,6-tetramethylpiperidide) and subsequent transmetalation with Zn(OPiv)2 leads to aryl and heteroaryl zinc pivalates. After solvent evaporation, easy-to-handle fine powders are obtained that retain most of their activity (>85 %) when exposed to air for 4 h. They smoothly undergo Negishi cross-couplings, and technical-grade solvents can be used without significant loss of yield.