Silver-catalyzed three-component reaction of propargylic amines, carbon dioxide, and N-bromosuccinimide for stereoselective preparation of (E)-bromovinyloxazolidinones

Nao Sugiyama, Masatoshi Ohseki, Ryo Kobayashi, Kohei Sekine, Kodai Saito, Tohru Yamada

Research output: Contribution to journalArticle

7 Citations (Scopus)

Abstract

The stereoselective synthesis of (E)-bromovinyloxazolidinones was developed by the three-component reaction of propargylic amines, carbon dioxide, and N-bromosuccinimide in the presence of a silver catalyst with a base. Among the bases, a guanidine derivative has a significant effect on this bromination reaction. This catalytic reaction could be applied to various propargylic amines to produce the corresponding bromovinyloxazolidinones in good yields.

Original languageEnglish
Pages (from-to)1323-1326
Number of pages4
JournalChemistry Letters
Volume46
Issue number9
DOIs
Publication statusPublished - 2017

Fingerprint

Bromosuccinimide
Silver
Carbon Dioxide
Amines
Guanidine
Derivatives
Catalysts

Keywords

  • CO fixation
  • Silver catalyst
  • Stereoselective synthesis

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

Silver-catalyzed three-component reaction of propargylic amines, carbon dioxide, and N-bromosuccinimide for stereoselective preparation of (E)-bromovinyloxazolidinones. / Sugiyama, Nao; Ohseki, Masatoshi; Kobayashi, Ryo; Sekine, Kohei; Saito, Kodai; Yamada, Tohru.

In: Chemistry Letters, Vol. 46, No. 9, 2017, p. 1323-1326.

Research output: Contribution to journalArticle

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AU - Kobayashi, Ryo

AU - Sekine, Kohei

AU - Saito, Kodai

AU - Yamada, Tohru

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