Rhodium-catalyzed synthesis and reactions of N-acylphthalimides

Guangzh Li, Mieko Arisawa, Masahiko Yamaguchi

Research output: Contribution to journalArticlepeer-review

9 Citations (Scopus)

Abstract

A complex of [RhH(PPh3)4] and 1,2-bis(diphenylphosphino)benzene (dppBz) catalyzes the syntheses and reactions of N-acylphthalimides. N-Acylphthalimides were synthesized by the imidation of thioesters or acid fluorides by N-(organothio)phthalimides. CN bond cleavage in N-acylphthalimides was also catalyzed by the same rhodium complex. Thioesters and N-(phosphinoyl)phthalimides were obtained from reactions with phosphinothioates; acid fluorides and N-(tetrafluoroaryl)phthalimides were obtained from reactions with substituted pentafluorobenzenes.

Original languageEnglish
Pages (from-to)983-988
Number of pages6
JournalAsian Journal of Organic Chemistry
Volume2
Issue number11
DOIs
Publication statusPublished - 2013 Nov

Keywords

  • Acid fluorides
  • Amide bonds
  • N-acylphthalimides
  • Rhodium
  • Thioesters

ASJC Scopus subject areas

  • Organic Chemistry

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