Rh(II)-catalyzed intramolecular C-H insertion of diazo substrates in water: Scope and limitations

Nuno R. Candeias, Pedro M.P. Gois, Carlos M. Afonso

Research output: Contribution to journalArticle

86 Citations (Scopus)

Abstract

Preferential Rh(II) carbenoid intramolecular C-H versus O-H insertion derived from R-diazo-acetamides can be achieved in water by using an appropriate combination of the catalyst and amide groups, which creates a larger hydrophobic environment around the reactive carbenoid center.
Original languageEnglish
Pages (from-to)5489-5497
Number of pages9
JournalJournal of Organic Chemistry
Volume71
Issue number15
DOIs
Publication statusPublished - 21 Jul 2006

Keywords

  • Nitrogen compounds
  • Water
  • Catalysis
  • Hydrophobicity
  • Molecular dynamics

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