Remarkable enhancement of the rate of the intramolecular morita-baylis-hillman reaction by the combination of a nucleophilic catalyst and 1,3-diphenyl-2-thiourea

Hiroki Mandai, Keita Shimowaki, Koichi Mitsudo, Seiji Suga

Research output: Contribution to journalArticle

6 Citations (Scopus)

Abstract

The rate of the intramolecular Morita-Baylis-Hillman (MBH) reaction is remarkably enhanced by the combination of catalytic amounts of a nucleophilic catalyst (4-dimethylaminopyridine (DMAP), 4-pyrrolidinopyridine (PPY), or PBu3) and 1,3-diphenyl-2-thiourea, and the desired MBH adducts are obtained in good to high yields within a few hours.

Original languageEnglish
Pages (from-to)437-441
Number of pages5
JournalAsian Journal of Organic Chemistry
Volume3
Issue number4
DOIs
Publication statusPublished - 2014

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Catalysts
4-dimethylaminopyridine
diphenylthiourea
4-pyrrolidinopyridine

Keywords

  • 4-dimethylaminopyridine
  • Ketones
  • Morita-Baylis-Hillman reaction
  • Nucleophilic catalysts
  • Thioureas

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

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title = "Remarkable enhancement of the rate of the intramolecular morita-baylis-hillman reaction by the combination of a nucleophilic catalyst and 1,3-diphenyl-2-thiourea",
abstract = "The rate of the intramolecular Morita-Baylis-Hillman (MBH) reaction is remarkably enhanced by the combination of catalytic amounts of a nucleophilic catalyst (4-dimethylaminopyridine (DMAP), 4-pyrrolidinopyridine (PPY), or PBu3) and 1,3-diphenyl-2-thiourea, and the desired MBH adducts are obtained in good to high yields within a few hours.",
keywords = "4-dimethylaminopyridine, Ketones, Morita-Baylis-Hillman reaction, Nucleophilic catalysts, Thioureas",
author = "Hiroki Mandai and Keita Shimowaki and Koichi Mitsudo and Seiji Suga",
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T1 - Remarkable enhancement of the rate of the intramolecular morita-baylis-hillman reaction by the combination of a nucleophilic catalyst and 1,3-diphenyl-2-thiourea

AU - Mandai, Hiroki

AU - Shimowaki, Keita

AU - Mitsudo, Koichi

AU - Suga, Seiji

PY - 2014

Y1 - 2014

N2 - The rate of the intramolecular Morita-Baylis-Hillman (MBH) reaction is remarkably enhanced by the combination of catalytic amounts of a nucleophilic catalyst (4-dimethylaminopyridine (DMAP), 4-pyrrolidinopyridine (PPY), or PBu3) and 1,3-diphenyl-2-thiourea, and the desired MBH adducts are obtained in good to high yields within a few hours.

AB - The rate of the intramolecular Morita-Baylis-Hillman (MBH) reaction is remarkably enhanced by the combination of catalytic amounts of a nucleophilic catalyst (4-dimethylaminopyridine (DMAP), 4-pyrrolidinopyridine (PPY), or PBu3) and 1,3-diphenyl-2-thiourea, and the desired MBH adducts are obtained in good to high yields within a few hours.

KW - 4-dimethylaminopyridine

KW - Ketones

KW - Morita-Baylis-Hillman reaction

KW - Nucleophilic catalysts

KW - Thioureas

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DO - 10.1002/ajoc.201402001

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EP - 441

JO - Asian Journal of Organic Chemistry

JF - Asian Journal of Organic Chemistry

SN - 2193-5807

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