Exploration of relative chemoselectivity in the hydrodechlorination of 2-chloropyridines

Nihar Kinarivala, Paul C. Trippier

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Abstract

The chemoselectivity of hydrodechlorination in 2-chloropyridine derivatives possessing reduction-sensitive functionalities is examined. The reaction conditions employed tolerate a variety of functionalities illustrating highly chemoselective hydrodechlorination in the presence of nitrile, allyl, terminal olefin, and nitroamine functionalities in excellent yield. Chemoselective deprotection of carboxybenzyl ethers is illustrated in moderate yield.

Original languageEnglish (US)
Pages (from-to)5386-5389
Number of pages4
JournalTetrahedron Letters
Volume55
Issue number39
DOIs
Publication statusPublished - Sep 24 2014

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Keywords

  • Chemoselectivity
  • Hydrogenation
  • Pyridines
  • Reduction

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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