Selective monolithiation of 2,5-dibromopyridine with butyllithium

Xin Wang, Philippe Rabbat, Paul O'Shea, Richard Tillyer, E. J.J. Grabowski, Paul J. Reider

Research output: Contribution to journalArticle

80 Scopus citations

Abstract

Selective monolithiation of 2,5-dibromopyridine at either the 2-position or the 5-position is reported. Solvent and concentration strongly influence the selectivity. Coordinating solvents and higher concentration favor the 5- position while non-coordinating solvents and lower concentration favor the 2- position. (C) 2000 Elsevier Science Ltd.

Original languageEnglish (US)
Pages (from-to)4335-4338
Number of pages4
JournalTetrahedron Letters
Volume41
Issue number22
DOIs
StatePublished - Jun 8 2000
Externally publishedYes

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Keywords

  • 2-bromo-5-lithiopyridine
  • 5-bromo-2-lithiopyridine
  • Monolithiation

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