Iridium-catalyzed reductive nucleophilic addition to tertiary amides

Yoshito Takahashi, Takaaki Satou, Noritaka Chida

Research output: Contribution to journalReview article

Abstract

This article describes the development of an iridium-catalyzed reductive nucleophilic addition to tertiary amides. A conspicuous feature of this reaction is its high amide-selectivity via two processes: i) chemoselective hydrosilylation of amide carbonyls with Vaska’s complex [IrCl(CO)(PPh3)2] and (Me2HSi)2O, and ii) subsequent addition of a variety of mild nucleophiles to the resulting electrophilic iminium ions by the assistance of an acid. The reaction takes place in the presence of a variety of functional groups such as ester and nitro groups.

Original languageEnglish
Pages (from-to)1138-1141
Number of pages4
JournalChemistry Letters
Volume48
Issue number9
DOIs
Publication statusPublished - 2019 Jan 1

Fingerprint

Iridium
Amides
Hydrosilylation
Nucleophiles
Carbon Monoxide
Functional groups
Esters
Ions
Acids

Keywords

  • Amides
  • Iridium catalyst
  • Nucleophilic addition

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

Iridium-catalyzed reductive nucleophilic addition to tertiary amides. / Takahashi, Yoshito; Satou, Takaaki; Chida, Noritaka.

In: Chemistry Letters, Vol. 48, No. 9, 01.01.2019, p. 1138-1141.

Research output: Contribution to journalReview article

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