Tributylphosphine, excellent organocatalyst for conjugate additions of non-nucleophilic N-containing compounds

Carolina Gimbert, Marcial Moreno-Mañas, Elisabet Pérez, Adelina Vallribera

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46 Citations (Scopus)

Abstract

Conjugate additions of non-nucleophilic N-containing compounds such as amides, thioamides, sulfonamides, and electron-poor anilines with different Michael acceptors can be promoted through the use of tributylphosphine. The range of useful pKa's of nucleophiles has been established (pKa<25) and new insights into the mechanism proposed. © 2007 Elsevier Ltd. All rights reserved.
Original languageEnglish
Pages (from-to)8305-8310
JournalTetrahedron
Volume63
Issue number34
DOIs
Publication statusPublished - 20 Aug 2007

Keywords

  • C-N bond
  • Conjugate addition
  • Mechanism
  • Organocatalyst
  • Phosphine

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