Synthesis of New Pyrroline Nitroxides with Ethynyl Functional Group

Gyorgyi Ur, Tamas Kalai, Maria Balog, Balazs Bognar, Gergely Gulyas-Fekete, Kalman Hideg

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6 Citations (Scopus)

Abstract

3-Substituted and 3,4-disubstituted pyrroline nitroxides containing an ethynyl group or two ethynyl groups were achieved by the reaction of a paramagnetic aldehydes with dimethyl (1-diazo-2-oxopropyl)phosphonate (Bestmann-Ohira reagent). The new compounds containing an ethynyl group were found to be useful building blocks in Sonogashira coupling, cyclization, and cycloaddition reactions producing potentially "azido-specific" cross-linking spin labels, paramagnetic ligands, and polyradical scaffolds.

Original languageEnglish
Pages (from-to)2122-2129
Number of pages8
JournalSynthetic Communications
Volume45
Issue number18
DOIs
Publication statusPublished - Sep 17 2015

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Keywords

  • Alkynes
  • Sonogashira coupling
  • cyclization
  • ligand
  • nitroxides

ASJC Scopus subject areas

  • Organic Chemistry

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